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)
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Patent number: 10526559Abstract: 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: GrantFiled: February 25, 2016Date of Patent: January 7, 2020Assignee: The Lubrizol CorporationInventors: 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
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Patent number: 9315759Abstract: 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: GrantFiled: July 10, 2008Date of Patent: April 19, 2016Assignee: BASF SEInventors: Arno Lange, Dietmar Posselt
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Publication number: 20140228265Abstract: 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: ApplicationFiled: October 16, 2012Publication date: August 14, 2014Applicant: The Lubrizol CorporationInventors: Stephen J. Cook, Christopher L. Friend, Gary M. Walker
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Patent number: 8772209Abstract: 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: GrantFiled: November 20, 2012Date of Patent: July 8, 2014Assignee: Chevron Oronite Company LLSInventors: Cedrick Mahieux, Richard Dutta, Curtis Campbell
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Publication number: 20140038872Abstract: 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: ApplicationFiled: July 22, 2013Publication date: February 6, 2014Applicant: EXXONMOBIL RESEARCH AND ENGINEERING COMPANYInventors: Douglas Edward Deckman, David Joseph Baillargeon, Anne M. Shough, Steven Michael Jetter
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Patent number: 8580718Abstract: 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: GrantFiled: July 13, 2009Date of Patent: November 12, 2013Assignee: Albermarle CorporationInventor: Mahmood Sabahi
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Patent number: 8546312Abstract: 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: GrantFiled: March 23, 2009Date of Patent: October 1, 2013Assignee: JX Nippon Oil & Energy CorporationInventor: Kazuo Tagawa
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Publication number: 20120172270Abstract: 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: ApplicationFiled: August 24, 2010Publication date: July 5, 2012Applicant: CLARIANT FINANCE (BVI) LIMITEDInventor: Stefan Dilsky
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Patent number: 8198225Abstract: 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: GrantFiled: November 29, 2007Date of Patent: June 12, 2012Assignee: Chevron Oronite Company LLCInventors: James J. Harrison, John McDonald
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Publication number: 20110143977Abstract: 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: ApplicationFiled: May 9, 2005Publication date: June 16, 2011Inventors: Stephen J. Cook, Richard Leahy, Alexandra Mayhew
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Patent number: 7928045Abstract: 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: GrantFiled: February 21, 2007Date of Patent: April 19, 2011Assignee: Chemtura CorporationInventors: Jun Dong, Gerard Mulqueen, Michael J. Goode, Alan Holt, William D. Phillips
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Patent number: 7651984Abstract: 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: GrantFiled: June 27, 2002Date of Patent: January 26, 2010Assignee: The Lubrizol CorporationInventors: Stephen J. Cook, Alexandra Mayhew, Helena M. Cressey
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Publication number: 20090143264Abstract: 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: ApplicationFiled: November 29, 2007Publication date: June 4, 2009Applicant: Chevron Oronite Company LLCInventors: James J. Harrison, John McDonald
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Publication number: 20080015130Abstract: 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: ApplicationFiled: July 14, 2006Publication date: January 17, 2008Inventors: Mark T. Devlin, Tze-chi Jao
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Patent number: 7285516Abstract: 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: GrantFiled: November 25, 2002Date of Patent: October 23, 2007Assignee: The Lubrizol CorporationInventors: Virginia A. Carrick, William D. Abraham, Gordon D. Lamb, R. Ian Wilby, James P Roski
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Patent number: 6872693Abstract: 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: GrantFiled: May 24, 2000Date of Patent: March 29, 2005Assignee: The Lubrizol CorporationInventor: Robert W. Cain
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Patent number: 6852680Abstract: 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: GrantFiled: October 26, 2001Date of Patent: February 8, 2005Assignee: Ethyl CorporationInventor: Vincent James Gatto
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Publication number: 20040224858Abstract: 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: ApplicationFiled: May 6, 2003Publication date: November 11, 2004Applicant: Ethyl CorporationInventor: Carl K. Esche
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Publication number: 20030171227Abstract: 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: ApplicationFiled: November 5, 2002Publication date: September 11, 2003Inventors: Alan Holt, Gerard Mulqueen
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Publication number: 20030139301Abstract: 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: ApplicationFiled: October 26, 2001Publication date: July 24, 2003Inventor: Vincent James Gatto
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Patent number: 6596673Abstract: 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: GrantFiled: August 25, 2000Date of Patent: July 22, 2003Assignee: Infineum International Ltd.Inventors: Charles H. Bovington, Terence Garner
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Publication number: 20030096713Abstract: 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: ApplicationFiled: September 5, 1996Publication date: May 22, 2003Inventors: ERIC R. SCHNUR, ROBERT C. RICHARDSON, JAMES J. SCHWIND
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Patent number: 6528459Abstract: 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: GrantFiled: September 18, 2000Date of Patent: March 4, 2003Assignee: Elf Antar FranceInventor: Jean-Philippe Roman
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Patent number: 6521571Abstract: 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: GrantFiled: September 20, 2001Date of Patent: February 18, 2003Assignee: Infineum International Ltd.Inventors: Terence Garner, Laurent Chambard, Adrian Dunn
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Patent number: 6300290Abstract: 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: GrantFiled: June 2, 2000Date of Patent: October 9, 2001Assignee: Infineum International LTDInventors: George C. L'Heureux, George M. Tiffany
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Patent number: 6268320Abstract: 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: GrantFiled: May 5, 1999Date of Patent: July 31, 2001Assignee: Lubrizol Adibis Holdings (UK) LimitedInventor: John Crawford
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Patent number: 6235688Abstract: 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: GrantFiled: September 24, 1997Date of Patent: May 22, 2001Assignee: Chevron Chemical Company LLCInventors: Vernon R. Small, Jean-Louis Le Coent, Gerrit J. Polhaar, Ita Suharti Suwandi, William Woodford Willis, Jr.
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Patent number: 6096695Abstract: 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: GrantFiled: June 3, 1996Date of Patent: August 1, 2000Assignee: Ethyl CorporationInventors: William Y. Lam, Vincent J. Gatto
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Patent number: 6063741Abstract: 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: GrantFiled: November 7, 1997Date of Patent: May 16, 2000Assignees: Japan Energy Corporation, Toyota Jidosha Kabushiki KaishaInventors: Yasushi Naitoh, Kenyu Akiyama
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Patent number: 6001786Abstract: 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: GrantFiled: February 19, 1997Date of Patent: December 14, 1999Assignee: Ethyl CorporationInventors: Vincent James Gatto, Abbas Kadkhodayan
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Patent number: 5922656Abstract: 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: GrantFiled: March 23, 1998Date of Patent: July 13, 1999Assignees: Tonen Corporation, Toyota Jidosha Kabushiki KaishaInventors: Narihiko Yoshimura, Takanori Kugimiya, Takanori Nakada, Fumio Ueda, Yasushi Ando
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Patent number: 5736490Abstract: 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: GrantFiled: April 24, 1996Date of Patent: April 7, 1998Assignee: Exxon Research and Engineering CompanyInventors: Alain Gabriel Bouffet, Marcel Alphonse Ostyn
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Patent number: RE39648Abstract: 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: GrantFiled: July 24, 2001Date of Patent: May 22, 2007Assignee: Infineum USA L.P.Inventors: Edward Francis Outten, Andrew James Dalziel Ritchie