Having Plural -oh Substituted Benzene Rings Bonded Directly To The Sulfur Atom Or Sulfur Chain Wherein H Of-oh May Be Replaced By Metal Or Ammonium; (e.g., Sulfurized Calcium Alkylphenolates, Etc.) Patents (Class 508/572)
  • Patent number: 10526559
    Abstract: The disclosed technology provides a lubricating composition comprising an oil of lubricating viscosity and 0.2 wt % to 10 wt % of a salt of a hydroxyl functional aromatic compound. The disclosed technology further relates to a method of lubricating a mechanical device with the lubricant composition.
    Type: Grant
    Filed: February 25, 2016
    Date of Patent: January 7, 2020
    Assignee: The Lubrizol Corporation
    Inventors: Kamalakumari Kunchithapatham Salem, David J. Moreton, Mohamed G. Fahmy, Gary M. Walker, James P. Roski, Adam Cox, W. Preston Barnes, Ewan E. Delbridge, Jason E. Melvin, Robert D. Dura
  • Patent number: 9315759
    Abstract: A synergistic mixture comprising from 1 to 99.9% by weight of compounds having structural elements (I) in which the free valencies on the oxygen atom and on the nitrogen atom may be combined to form a five-, six- or seven-membered ring and the benzene ring may also bear substituents at one or more of the free positions, and from 0.1 to 99% by weight of sulfur-containing organic compounds with antioxidant action. This synergistic mixture is suitable as a stabilizer for stabilizing inanimate organic material, especially mineral oil products and fuels, against the action of light, oxygen and heat.
    Type: Grant
    Filed: July 10, 2008
    Date of Patent: April 19, 2016
    Assignee: BASF SE
    Inventors: Arno Lange, Dietmar Posselt
  • Publication number: 20140228265
    Abstract: A bridged dimeric or oligomeric phenolic compound comprising: at least one monomer unit (a) of phenol or an alkyl-substituted phenol wherein the alkyl group contains 1 to 8 carbon atoms, or mixtures thereof; at least one monomer unit (b) of an aliphatic hydrocar-byl-substituted phenol wherein the aliphatic hydrocarbyl group contains at least about 25 carbon atoms, or mixtures thereof; and at least one sulfur-containing or carbon-containing bridging group; or a salt of said oligomeric material; wherein the average number of carbon atoms in said alkyl groups and said aliphatic hydrocarbyl groups is 10 to 100.
    Type: Application
    Filed: October 16, 2012
    Publication date: August 14, 2014
    Applicant: The Lubrizol Corporation
    Inventors: Stephen J. Cook, Christopher L. Friend, Gary M. Walker
  • Patent number: 8772209
    Abstract: Disclosed herein is a process for preparing a salt of a sulfurized alkyl-substituted hydroxyaromatic composition having a reduced content of unsulfurized alkyl-substituted hydroxyaromatic compound and its unsulfurized metal salt.
    Type: Grant
    Filed: November 20, 2012
    Date of Patent: July 8, 2014
    Assignee: Chevron Oronite Company LLS
    Inventors: Cedrick Mahieux, Richard Dutta, Curtis Campbell
  • Publication number: 20140038872
    Abstract: Provided is a method of improving nitrile seal compatibility with a lubricating oil in an engine lubricated with the lubricating oil. The method includes using as the lubricating oil a formulated oil comprising a lubricating oil base stock as a major component and an alkylated aromatic base stock as a minor component. Nitrile seal compatibility is improved as compared to nitrile seal compatibility achieved using a lubricating oil containing a minor component other than the alkylated aromatic base stock, e.g., an ester. A lubricating engine oil comprising a lubricating oil base stock as a major component and an alkylated aromatic base stock as a minor component. The alkylated aromatic base stock is present in an amount sufficient for the lubricating oil to exhibit improved nitrile seal compatibility as compared to nitrile seal compatibility achieved using a lubricating oil containing a minor component other than the alkylated aromatic base stock.
    Type: Application
    Filed: July 22, 2013
    Publication date: February 6, 2014
    Applicant: EXXONMOBIL RESEARCH AND ENGINEERING COMPANY
    Inventors: Douglas Edward Deckman, David Joseph Baillargeon, Anne M. Shough, Steven Michael Jetter
  • Patent number: 8580718
    Abstract: Described are multi-ring antioxidant products comprising at least one sulfur-bridged aromatic hydrocarbon compound substituted on at least one of its aromatic rings by at least one sterically hindered 3,5-dihydrocarbyl-4-hydroxybenzyl moiety. Such products have the formula: R—Sn—R[—S—R]m wherein each R is, independently, an aromatic hydrocarbon group having 6-12 carbon atoms, wherein m is 0-20, wherein n is 1-6 when m is 0, and when n is 1, m is 1-20; and wherein at least one of R, R1, and R2 is substituted by at least one such sterically hindered moiety. The preparation of such products and their use as antioxidants in compositions normally susceptible to oxidative degradation in oxygen or air, e.g., liquid fuel and lubricants, are also described.
    Type: Grant
    Filed: July 13, 2009
    Date of Patent: November 12, 2013
    Assignee: Albermarle Corporation
    Inventor: Mahmood Sabahi
  • Patent number: 8546312
    Abstract: The lubricating oil composition for an internal combustion engine of the invention comprises a lubricating base oil having a urea adduct value of not greater than 4% by mass and a viscosity index of 100 or greater, an ash-free antioxidant containing no sulfur as a constituent element, and at least one compound selected from among ash-free antioxidants containing sulfur as a constituent element and organic molybdenum compounds.
    Type: Grant
    Filed: March 23, 2009
    Date of Patent: October 1, 2013
    Assignee: JX Nippon Oil & Energy Corporation
    Inventor: Kazuo Tagawa
  • Publication number: 20120172270
    Abstract: The invention relates to compounds with the formula (II), where R is a C1- to C30-alkyl group, a C2- to C30-alkenyl group, a C6- to C18-aryl group, or a C7- to C30-alkylaryl group, AO is a C2-C4-alkoxy group, x is a number from 1 to 50, m is a number between 4 and 12, and to the use thereof in quantities of 0.0001 to 5% by weight relative to the oil content of the emulsion to be demulsified, for splitting water in oil emulsions.
    Type: Application
    Filed: August 24, 2010
    Publication date: July 5, 2012
    Applicant: CLARIANT FINANCE (BVI) LIMITED
    Inventor: Stefan Dilsky
  • Patent number: 8198225
    Abstract: Provided herein are sulfurized metal alkyl phenate compositions having a low alkyl phenol content. The sulfurized metal alkyl phenate compositions can be prepared by reacting a phenol compound of Formula (I) disclosed herein with an aldehyde to form a phenolic resin of Formula (II) disclosed herein and then by reacting the phenolic resin simultaneously with a metal base and a first sulfurizing agent. The sulfurized metal alkyl phenate compositions and the overbased sulfurized metal alkyl phenate compositions disclosed herein may be used as detergents for formulating lubricating oil compositions. The lubricating oil compositions disclosed herein have a reduced amount of the free phenol compound and a salt thereof.
    Type: Grant
    Filed: November 29, 2007
    Date of Patent: June 12, 2012
    Assignee: Chevron Oronite Company LLC
    Inventors: James J. Harrison, John McDonald
  • Publication number: 20110143977
    Abstract: A lubricating composition containing (a). at least 3 weight percent of an overbased sulphonate detergent with a metal ratio of 12.5:1 to 40:1; (b). at least 1.5 weight percent of a sulphur containing phenate detergent with a metal ratio of not more 2.5; and (c). an oil of lubricating viscosity, wherein the sulphur containing phenate contains oligomers of hydrocarbyl phenol with at least 50 wt % of said oligomers in the form of the tetramer or higher oligomers. The composition is suitable for internal combustion engines, particularly marine diesel applications to provide improved cleanliness decreased cylinder wear and reduced deposits.
    Type: Application
    Filed: May 9, 2005
    Publication date: June 16, 2011
    Inventors: Stephen J. Cook, Richard Leahy, Alexandra Mayhew
  • Patent number: 7928045
    Abstract: A lubricant composition is disclosed that comprises lubricating oil and a mixture of at least two antioxidants, the first antioxidant being a substituted diphenylamine and/or a heterocyclic amine and the second antioxidant being a substituted phenol. Also disclosed is a method of increasing the oxidation stability of a lubricating oil comprising adding thereto at least two antioxidants, the first antioxidant being a substituted diphenylamine and/or a heterocyclic amine and the second antioxidant being a substituted phenol.
    Type: Grant
    Filed: February 21, 2007
    Date of Patent: April 19, 2011
    Assignee: Chemtura Corporation
    Inventors: Jun Dong, Gerard Mulqueen, Michael J. Goode, Alan Holt, William D. Phillips
  • Patent number: 7651984
    Abstract: A lubricant in the form of a water or oil insoluble solvent in oil emulsion is described where a base (soluble or dispersible in said oil-insoluble solvent or water) is present in the dispersed phase. These lubricants are beneficial in various applications such as internal combustion engines where the oil needs enough basicity to neutralize any inorganic acids generated by sulfur present in the fuel.
    Type: Grant
    Filed: June 27, 2002
    Date of Patent: January 26, 2010
    Assignee: The Lubrizol Corporation
    Inventors: Stephen J. Cook, Alexandra Mayhew, Helena M. Cressey
  • Publication number: 20090143264
    Abstract: Provided herein are sulfurized metal alkyl phenate compositions having a low alkyl phenol content. The sulfurized metal alkyl phenate compositions can be prepared by reacting a phenol compound of Formula (I) disclosed herein with an aldehyde to form a phenolic resin of Formula (II) disclosed herein and then by reacting the phenolic resin simultaneously with a metal base and a first sulfurizing agent. The sulfurized metal alkyl phenate compositions and the overbased sulfurized metal alkyl phenate compositions disclosed herein may be used as detergents for formulating lubricating oil compositions. The lubricating oil compositions disclosed herein have a reduced amount of the free phenol compound and a salt thereof.
    Type: Application
    Filed: November 29, 2007
    Publication date: June 4, 2009
    Applicant: Chevron Oronite Company LLC
    Inventors: James J. Harrison, John McDonald
  • Publication number: 20080015130
    Abstract: A lubricant composition comprising a detergent and a base oil comprising less than about 3% by weight of tetracycloparaffins is disclosed. Methods of making and using the composition are also disclosed.
    Type: Application
    Filed: July 14, 2006
    Publication date: January 17, 2008
    Inventors: Mark T. Devlin, Tze-chi Jao
  • Patent number: 7285516
    Abstract: Lubricating oils containing an additive formulation including at least one sulphonate, saligenin and salixarate detergent provide improved wear performance and decreased sulphur and phosphorus emissions.
    Type: Grant
    Filed: November 25, 2002
    Date of Patent: October 23, 2007
    Assignee: The Lubrizol Corporation
    Inventors: Virginia A. Carrick, William D. Abraham, Gordon D. Lamb, R. Ian Wilby, James P Roski
  • Patent number: 6872693
    Abstract: This invention relates to mineral oil based gear oils and transmission fluids which comprise a major amount of a mineral oil having an iodine number of less than 9 and where at least 55% of the saturates are aliphatic, and gear oil or transmission fluid additives. In one embodiment, the invention relates to a gear oil or transmission fluid composition comprising a major amount of lubricant basestock and at least one functional additive wherein a major amount of the lubricant basestock comprises a mineral oil having an iodine number of less than 9 and comprising at least 45% by weight of aliphatic saturates. These gear oils and transmission fluids have good viscosity and oxidation properties.
    Type: Grant
    Filed: May 24, 2000
    Date of Patent: March 29, 2005
    Assignee: The Lubrizol Corporation
    Inventor: Robert W. Cain
  • Patent number: 6852680
    Abstract: This invention relates to a low cost, wear inhibitor containing novel dithiocarbamates with alkylthio and hydroxy substituents that can be used to formulate low phosphorus lubricants. In addition to wear inhibition, the dithiocarbamate compositions of the invention provide substantial oxidation protection to lubricating oils and are not detrimental to fuel economy.
    Type: Grant
    Filed: October 26, 2001
    Date of Patent: February 8, 2005
    Assignee: Ethyl Corporation
    Inventor: Vincent James Gatto
  • Publication number: 20040224858
    Abstract: The present invention provides a low sulfur, low ash, and low phosphorus oil soluble lubricant additive package comprising an overbased metal phenate. Also included in the present invention are lubricating oils comprising the inventive oil soluble lubricant additive package, as well as machines lubricated by such oils. Several methods for lubricating machinery are also disclosed.
    Type: Application
    Filed: May 6, 2003
    Publication date: November 11, 2004
    Applicant: Ethyl Corporation
    Inventor: Carl K. Esche
  • Publication number: 20030171227
    Abstract: Stabilising compositions for lubricant base stocks and lubricant formulations are composed of a mixture of (a) at least one aromatic aminic amine antioxidant optionally blended with at least one hindered phenolic antioxidant and (b) at least one neutral organo phosphate or phosphite, optionally blended with at least one acid organo phosphate or phosphite. These stabilising composition mixtures are characterised by their stabilising capacity which is considerably higher than that of either the single antioxidants or the single phosphate or phosphite additives. These stabilising compositions can be used in all fields where the single components of the mixtures are generally used and where deterioration due to oxidation processes takes place.
    Type: Application
    Filed: November 5, 2002
    Publication date: September 11, 2003
    Inventors: Alan Holt, Gerard Mulqueen
  • Publication number: 20030139301
    Abstract: This invention relates to a low cost, wear inhibitor containing novel dithiocarbamates with alkylthio and hydroxy substituents that can be used to formulate low phosphorus lubricants. In addition to wear inhibition, the dithiocarbamate compositions of the invention provide substantial oxidation protection to lubricating oils and are not detrimental to fuel economy.
    Type: Application
    Filed: October 26, 2001
    Publication date: July 24, 2003
    Inventor: Vincent James Gatto
  • Patent number: 6596673
    Abstract: The cylinders of a two-stroke cross-head marine diesel engine characterised by a power output of 4,000 kW per cylinder or greater are lubricated by a cylinder lubricant comprising a basestock of lubricating viscosity, on overbased metal detergent and an oil-soluble sulfur-containing compound or phosphorus-containing compound, thereby to raise the onset temperature of scuffing-type mechanical wear of the cylinder walls.
    Type: Grant
    Filed: August 25, 2000
    Date of Patent: July 22, 2003
    Assignee: Infineum International Ltd.
    Inventors: Charles H. Bovington, Terence Garner
  • Publication number: 20030096713
    Abstract: This invention relates to a lubricating composition comprising a major amount of an oil of lubricating viscosity with an iodine number less than about 9, (A) one or more antioxidant, and (B) from about 0.01% to about 3% by weight of at least one dispersant or detergent, wherein the total amount of antioxidant is at least about 2% by weight. The additives are useful act controlling oxidation of lubricants. Further, these lubricants have reduced viscosity increase caused by oxidation, while maintaining favorable carbon/varnish ratings.
    Type: Application
    Filed: September 5, 1996
    Publication date: May 22, 2003
    Inventors: ERIC R. SCHNUR, ROBERT C. RICHARDSON, JAMES J. SCHWIND
  • Patent number: 6528459
    Abstract: The invention concerns a lubricant for a two-stroke slow speed crosshead marine engine, powered with a fuel with sulfur content not less than 1%, consisting of a mixture of distillates used as lubricating bases containing x wt. % of dispersing additive of the succinimide type, y wt. % of an overbased detergent additive of the sulfonate type, and z wt. % of an overbased detergent additive of the phenate type. The invention is characterized in that x, y and z are selected in the intervals 0.5≦x≦2.5, 2.5≦y≦10 and 11≦z≦24.5 such that 15≦x+y+z≦36 and 1.5≦y/x≦13, the BN of the lubricant, determined according to the ASTM D-2896 standard, is not less than 70 mg KOH/g, and the speed at which sulfuric acid is neutralized by the lubricant, defined by the maximum speed of pressure increase of a closed chamber, with its walls covered with a film of said lubricant from 80 to 100 &mgr;m thick, maintained at 100° C.
    Type: Grant
    Filed: September 18, 2000
    Date of Patent: March 4, 2003
    Assignee: Elf Antar France
    Inventor: Jean-Philippe Roman
  • Patent number: 6521571
    Abstract: A lubricant suitable for use in a trunk piston diesel engine characterised by a power output of 200 kW or greater. The trunk piston diesel engine may be for use in marine, power generation or rail traction applications. The lubricant comprises a basestock of lubricating viscosity, an overbased metal detergent, preferably having an ash content of at least 0.85% sulfated ash, and an ashless or metal-free auxiliary additive comprising at least one of: an oil-soluble sulfurized alkylphenol, a phosphorosulfurized or sulfurized hydrocarbon, a sulfide of an oil, a fat or a polyolefin, or an amine phosphate.
    Type: Grant
    Filed: September 20, 2001
    Date of Patent: February 18, 2003
    Assignee: Infineum International Ltd.
    Inventors: Terence Garner, Laurent Chambard, Adrian Dunn
  • Patent number: 6300290
    Abstract: There is disclosed a two cycle oil comprising a VI improver, solvent and polyisobutylene which has a Brookfield viscosity of less than 17,000 cP at −40° C. and a KV of at least 6.5 mm2/s at 100° C.
    Type: Grant
    Filed: June 2, 2000
    Date of Patent: October 9, 2001
    Assignee: Infineum International LTD
    Inventors: George C. L'Heureux, George M. Tiffany
  • Patent number: 6268320
    Abstract: This invention relates to a composition comprising at least one sulphur-containing calixarene represented by formula (I) or a metal salt of said calixarene, wherein in formula (I): Y is a divalent bridging group, at least one of said bridging groups being a sulphur atom; R3 is hydrogen, a hydrocarbyl or a hetero-substituted hydrocarbyl group; either R1 is hydroxyl and R2 and R4 are independently either hydrogen, hydrocarbyl or hetero-substituted hydrocarbyl, or R2 and R4 are hydroxyl and R1 is either hydrogen, hydrocarbyl or hetero-substituted hydrocarbyl; and n is a number having a value of at least 4. In one embodiment, the foregoing salt is an overbased salt. The invention also relates to additive compositions and finished lubricating oil compositions containing the foregoing overbased salt. The invention also relates to a process for making the foregoing overbased salt.
    Type: Grant
    Filed: May 5, 1999
    Date of Patent: July 31, 2001
    Assignee: Lubrizol Adibis Holdings (UK) Limited
    Inventor: John Crawford
  • Patent number: 6235688
    Abstract: Non-thixotropic, sodium-free lubricant additive having from 10% to 50% of a liquid organic diluent and from 30% to 90% of a substituted hydrocarbaryl metal salt. At least 30 mole percent of the metal in the metal salt is lithium, and the salt is essentially free of sodium. The BN of the non-thixotropic lubricant additive attributable to the lithium is less than 150. This additive is useful for decreasing black sludge deposits and piston deposits.
    Type: Grant
    Filed: September 24, 1997
    Date of Patent: May 22, 2001
    Assignee: Chevron Chemical Company LLC
    Inventors: Vernon R. Small, Jean-Louis Le Coent, Gerrit J. Polhaar, Ita Suharti Suwandi, William Woodford Willis, Jr.
  • Patent number: 6096695
    Abstract: The present invention relates generally to substantially liquid, chlorine-free, sulfur-bridged phenols useful as antioxidants and more specifically to the preparation of a substantially liquid, chlorine-free, sulfur-bridged, hindered phenol compositions which are effective antioxidant(s) in lubricating oils without causing excessive copper corrosion. The invention also includes lubricating oils containing an antioxidant additive of the present invention, as well as a method of reducing oxidation in the lubricating oil used in a machine such as an internal combustion engine.
    Type: Grant
    Filed: June 3, 1996
    Date of Patent: August 1, 2000
    Assignee: Ethyl Corporation
    Inventors: William Y. Lam, Vincent J. Gatto
  • Patent number: 6063741
    Abstract: An engine oil composition is composed of: (1) at least one oil selected from the group consisting of a mineral oil and a synthetic lubricant as a base oil; (2) a molybdenum dithiocarbamate in an amount of 50 to 2000 ppm by weight when calculated as molybdenum (Mo), relative to the total weight of the engine oil composition; (3) zinc dithiophosphate in an amount of 0.01 to 0.2 wt % when calculated as phosphorus (P), relative to the total amount of the engine oil composition; and (4) an ashless organic polysulfide compound in an amount of 0.01 to 0.4 wt % when calculated as sulfur (S), relative to the total amount of the engine oil composition.
    Type: Grant
    Filed: November 7, 1997
    Date of Patent: May 16, 2000
    Assignees: Japan Energy Corporation, Toyota Jidosha Kabushiki Kaisha
    Inventors: Yasushi Naitoh, Kenyu Akiyama
  • Patent number: 6001786
    Abstract: The present invention relates generally to substantially liquid, chlorine-free, sulfur-bridged phenols useful as antioxidants and more specifically to the preparation of a substantially liquid, chlorine-free, sulfur-bridged, hindered phenol compositions, using 1-propanol as the reaction solvent, which are effective antioxidant(s) in lubricating oils and liquid organic fuels without causing excessive copper corrosion and which exhibit improved elastomer seal compatibility. The invention also includes lubricating oils and liquid organic fuels containing an antioxidant additive of the present invention, as well as a method of reducing oxidation in the lubricating oil or liquid organic fuel used in a machine such as an internal combustion engine.
    Type: Grant
    Filed: February 19, 1997
    Date of Patent: December 14, 1999
    Assignee: Ethyl Corporation
    Inventors: Vincent James Gatto, Abbas Kadkhodayan
  • 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: 5736490
    Abstract: An automotive lubricant composition comprises a white oil basestock and at least one polyisoalkylene compound. The polyisoalkylene, e.g. polyisobutylene, acts as an antioxidant. The lubricant is used, for example, as an engine oil, gear oil or automatic transmission fluid. The lubricant may contain one or more additional antioxidants and other lubricant additives.
    Type: Grant
    Filed: April 24, 1996
    Date of Patent: April 7, 1998
    Assignee: Exxon Research and Engineering Company
    Inventors: Alain Gabriel Bouffet, Marcel Alphonse Ostyn
  • Patent number: RE39648
    Abstract: Thus, the instant invention is directed toward an oil for diesel engines comprising an admixture of (A) a major amount of an oil of lubricating viscosity, (B) at least 4 mass % dispersant, (C) at least 0.3 mass % of a metal phenate, (D) less than 0.1 mass % friction modifier, (E) less than 0.3 mass % of ashless sulfurized phenols and, (F) less than 0.12 mass % neutral calcium sulfonate.
    Type: Grant
    Filed: July 24, 2001
    Date of Patent: May 22, 2007
    Assignee: Infineum USA L.P.
    Inventors: Edward Francis Outten, Andrew James Dalziel Ritchie