The Heterocyclic Compound Reactant Contains A Five-membered Hetero Ring With At Least Three Ring Hetero Atoms (e.g., Thiadiazole, Benzotriazole, Etc.) Patents (Class 508/231)
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Patent number: 9816044Abstract: The present disclosure describes transmission fluid compositions, additive packages, and methods for lubricating a transmission, particularly transmission fluid compositions having color stability that are able to meet or exceed vehicle transmission fluid specifications for different makes of vehicles. The transmission fluid composition contains a base oil and an additive composition having at least one thiadiazole compound the selected from compounds of the Formulas (I)-(II): wherein n is 1-5; R1 is a substituted or unsubstituted hydrocarbyl group having 1-100 carbon atoms; and R2 is a hydrogen or is a substituted or unsubstituted hydrocarbyl group having 1-100 carbon atoms, wherein the transmission fluid composition is adapted for use in a transmission.Type: GrantFiled: March 22, 2016Date of Patent: November 14, 2017Assignee: AFTON CHEMICAL CORPORATIONInventor: Lisa K. Thalen
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Patent number: 9683193Abstract: The present disclosure describes transmission fluid compositions, additive packages, and methods for lubricating a transmission, particularly transmission fluid compositions having color stability that are able to meet or exceed vehicle transmission fluid specifications for different makes of vehicles. The transmission fluid composition contains a base oil and an additive composition having at least one thiadiazole compound the selected from compounds of the Formulas (I)-(II): wherein n is 1-5; R1 is a substituted or unsubstituted hydrocarbyl group having 1-100 carbon atoms; and R2 is a hydrogen or is a substituted or unsubstituted hydrocarbyl group having 1-100 carbon atoms, wherein the transmission fluid composition is adapted for use in a transmission.Type: GrantFiled: March 22, 2016Date of Patent: June 20, 2017Assignee: Afton Chemical CorporationInventor: Lisa K. Thalen
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Patent number: 8841242Abstract: Provided are an anti-wear agent comprising a heterocyclic compound having a heterocyclic skeleton derived from a compound selected from pyridines, pyrroles, pyrimidines, pyrazoles, pyridazines, imidazoles, pyrazines, triazines, triazoles, tetrazoles, oxazoles, oxadiazoles, thiazoles, thiadiazoles, furans, dioxanes, pyrans, and thiophenes and/or comprising a reaction product of the heterocyclic compound and a compound selected from a boron compound, a molybdenum compound, and a silicon compound, which is an anti-wear agent for a lubricating oil excellent in wear resistance, friction-reducing property, and base number-retaining property, and a lubricating oil composition comprising the anti-wear agent.Type: GrantFiled: June 30, 2008Date of Patent: September 23, 2014Assignee: Idemitsu Kosan Co., Ltd.Inventors: Hideki Kamano, Hiroaki Koshima
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Patent number: 8598099Abstract: The present invention relates to a lubricating composition containing a corrosion inhibitor compound and a mixture of two or more dispersants, wherein 0 mole % to less than 50 mole % of the second dispersant molecules contain a carbocyclic ring. The invention further provides a method for lubricating a mechanical device using the lubricating composition.Type: GrantFiled: February 6, 2012Date of Patent: December 3, 2013Assignee: The Lubrizol CorporationInventors: Craig D. Tipton, James L. Sumiejski, William D. Abraham
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Patent number: 8536103Abstract: A liquid extreme pressure agent for use in lubricating compositions where the lubricating compositions comprise an oil of lubricating viscosity and the reaction product of: (a) a thiazole; (b) a composition comprising a carboxylic acid, a phosphorus containing acid or salt, or combinations thereof; and (c) an amine containing one or more branched hydrocarbyl groups. The invention also provides an additive composition comprising the reaction product described above and a process for making lubricating compositions, including greases, from the reaction product.Type: GrantFiled: February 25, 2009Date of Patent: September 17, 2013Inventors: Richard A. Denis, Matthew R. Sivik, William C. Ward, Jr.
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Patent number: 8410031Abstract: A process is provided for preparing an imidized polymer in a mixing or kneading device, by a reaction in the presence of an acid of a mixture containing a polymer having anhydride groups or derivatives thereof and an aromatic polyamine compound. A solid multifunctional viscosity modifier is also provided which includes a polymer having between 0.1 and 10 functional groups per 1000 C-atoms. The functional groups include aromatic amine based imide groups with a ratio of imide groups to the functional groups being more than 0.85.Type: GrantFiled: November 4, 2005Date of Patent: April 2, 2013Assignee: Lanxess Elastomers B.V.Inventors: Patric Meessen, Johannes Hendrik Geesink
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Patent number: 8334243Abstract: A crankcase lubricant composition, method for improving the soot or sludge handling capability of a crankcase lubricant composition and a method of operating an engine on a crankcase lubricant composition. The lubricant composition includes a base oil and a reaction product of mono-succinimide dispersant and an acidic compound containing two or more pyrrole groups.Type: GrantFiled: March 16, 2011Date of Patent: December 18, 2012Assignee: Afton Chemical CorporationInventors: Jeffrey M. Guevremont, Jason A. Lagona
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Patent number: 8093189Abstract: Lubricating oil compositions are provided that inhibit coolant-induced oil filter plugging in heavy-duty diesel engines, and particularly CJ-4 and CI-4 PLUS compliant lubricating oil compositions that inhibit coolant-induced oil filter plugging in exhaust gas recirculation or recycle engines.Type: GrantFiled: September 7, 2006Date of Patent: January 10, 2012Assignee: Afton Chemical CorporationInventors: Cathy C. Devlin, Charles A. Passut, Paul G. Griffin
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Patent number: 7960320Abstract: Reaction of a carboxylic acid-containing polymer with certain aromatic amines results in dispersant viscosity modifiers with improved soot handling performance in heavy-duty diesel engines, compared with reaction with non-aromatic amines.Type: GrantFiled: August 18, 2010Date of Patent: June 14, 2011Assignee: The Lubrizol CorporationInventors: Michael J. Covitch, John K. Pudelski, Christopher Friend, Matt D. Gieselman, Renee A. Eveland, Mary Galic Raguz, Barton J. Schober
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Patent number: 7820600Abstract: The present invention is directed to a lubricant composition comprising GLT base stock with an ashless detergent to improve air release properties. The ashless detergents comprise the products resulting from the reaction of a salicylic acid, organic group substituted salicylic acid, sulfonic acid or organic groups substituted sulfur acid with thiadiazole or organic group substituted thiadiazole or an alkyl primary or secondary amine.Type: GrantFiled: July 28, 2006Date of Patent: October 26, 2010Assignee: ExxonMobil Research and Engineering CompanyInventors: Jacob J. Habeeb, David J. Baillargeon, Douglas E. Deckman
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Patent number: 7371713Abstract: A graft copolymer containing one or more ethylenically-unsaturated, aliphatic or aromatic, nitrogen- and oxygen-containing graftable monomers grafted to a polyolefin is disclosed. Novel monomers, methods of making such monomers, and graft copolymers comprising such monomers are based on reacting an acylating agent with an amine to form a reaction product. The reaction product may include more than one chemical compound formed from the combination of the acylating agent and the amine. The monomer is the graftable, ethylenically unsaturated, aliphatic or aromatic, nitrogen- and oxygen-containing compound(s) of the reaction product. The monomer may, but need not, be recovered from the product mixture. The preferred monomer is the reaction product of maleic anhydride and 4-aminodiphenylamine. Also described is a method of making a dispersant viscosity index improver. The monomer of the present invention may be grafted to a polyolefin in solutions or melts.Type: GrantFiled: May 23, 2003Date of Patent: May 13, 2008Assignee: Castrol LimitedInventors: Irwin L. Goldblatt, Shean-Jer Chen, Manish R. Patel, Stephen T. McKenna
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Publication number: 20080064615Abstract: Lubricating oil compositions are provided that inhibit coolant-induced oil filter plugging in heavy-duty diesel engines, and particularly CJ-4 and CI-4 PLUS compliant lubricating oil compositions that inhibit coolant-induced oil filter plugging in exhaust gas recirculation or recycle engines.Type: ApplicationFiled: September 7, 2006Publication date: March 13, 2008Inventors: Cathy C. Devlin, Charles A. Passut, Paul G. Griffin
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Patent number: 7253231Abstract: A novel highly grafted, multi-functional olefin copolymer is provided comprising an additive reaction product of a method comprising reacting acylating agent with an olefin copolymer having a number average molecular weight greater than about 1,000 in the presence of a free radical initiator and essentially free of hydrocarbon solvent in an extruder to provide an olefin copolymer intermediate comprising an acylated olefin copolymer having a degree of grafting (DOG) of at least 0.5 wt. %, which copolymer intermediate's molecular weight is reduced, vacuum stripped of unreacted components, pelletized, dissolved in a neutral oil (preferably with inert gas sparging), and further reacted with a polyamine to provide a grafted multi-functional olefin copolymer viscosity modifier, and lubricating oil concentrates and compositions containing the same and uses thereof.Type: GrantFiled: January 31, 2005Date of Patent: August 7, 2007Assignee: Afton Chemical CorporationInventors: Cathy C. Devlin, Charles A. Passut, Joe S. Bradley, Michael A. Danylo, Yoon Song, Sanjay Srinivasan, Zhaoyao Joe Qiu, Errol Joseph Olivier, Patric Meessen, Gerhard Van Vliet, Gerardus Arnoldus Rademakers, Johannes Hendrik Geesink
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Patent number: 7060787Abstract: A process for purifying grafted polyolefins by extraction is disclosed. The purified grafted polyolefins have improved color and adhesion properties. The extraction is performed with an azeotropic solvent that is strong enough to extract impurities but does not cause sticking of the grafted polyolefin. The azeotropic solvent can be easily recycled.Type: GrantFiled: May 14, 2004Date of Patent: June 13, 2006Assignee: Lyondell Chemical Technology, L.P.Inventors: Vijai P. Gupta, Edward P. Carey
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Publication number: 20040259742Abstract: The use in a cooled exhaust gas recirculation (EGR) engine of an olefin copolymer dispersant viscosity index improver to reduce or eliminate oil thickening and sludge formation is provided. Also provided are lubricated cooled EGR engines with ability to pass rigorous oil viscosity and emission standards.Type: ApplicationFiled: June 18, 2003Publication date: December 23, 2004Inventors: Munmaya K. Mishra, David A. Venhaus, Charles A. Passut
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Patent number: 6828286Abstract: Lubricant compositions comprises a lubricant base oil and one or more compounds resulting the modification of a succinimide represented by formula (1) or (2) wherein R1 and R2 may be the same or different and are each independently a hydrocarbon group having 8 to 30 carbon atoms, R3 and R4 may be the same or different and are each independently a hydrocarbon group having 1 to 4 carbon atoms, R5 is hydrogen or a hydrocarbon group having 1 to 30 carbon atoms, n is an integer from 1 to 7. The lubricant compositions have a long-lasting anti-shudder property, an enhanced transmission capacity for a wet clutch, and an excellent shifting property.Type: GrantFiled: April 10, 2003Date of Patent: December 7, 2004Assignee: Nippon Mitsubishi Oil CorporationInventors: Kenichi Komiya, Naozumi Arimoto, Noboru Ishida, Shinichi Shirahama, Eitaro Morita
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Publication number: 20040241469Abstract: Naphthalate polyester articles can be coated with polymerizable compositions containing a vinyl-functional crosslinkable film former, a large amount of benzotriazole and a copolymerizable monomer that solubilizes the benzotriazole. The cured compositions help protect the naphthalate polyester from UV exposure and other weathering effects.Type: ApplicationFiled: May 30, 2003Publication date: December 2, 2004Inventors: Steven J. McMan, Stephen A. Johnson, Clinton L. Jones, Eric W. Nelson, Emily S. Goenner
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Publication number: 20040043909Abstract: A graft copolymer containing one or more ethylenically-unsaturated, aliphatic or aromatic, nitrogen- and oxygen-containing graftable monomers grafted to a polyolefin is disclosed. Novel monomers, methods of making such monomers, and graft copolymers comprising such monomers are based on reacting an acylating agent with an amine to form a reaction product. The reaction product may include more than one chemical compound formed from the combination of the acylating agent and the amine. The monomer is the graftable, ethylenically unsaturated, aliphatic or aromatic, nitrogen- and oxygen-containing compound(s) of the reaction product. The monomer may, but need not, be recovered from the product mixture. The preferred monomer is the reaction product of maleic anhydride and 4-aminodiphenylamine. Also described is a method of making a dispersant viscosity index improver. The monomer of the present invention may be grafted to a polyolefin in solutions or melts.Type: ApplicationFiled: May 23, 2003Publication date: March 4, 2004Inventors: Irwin L. Goldblatt, Shean-Jer Chen, Manish R. Patel, Stephen T. McKenna
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Publication number: 20030220206Abstract: Lubricant compositions comprises a lubricant base oil and one or more compounds resulting the modification of a succinimide represented by formula (1) or (2) 1Type: ApplicationFiled: April 10, 2003Publication date: November 27, 2003Applicant: Nippon Mitsubishi Oil CorporationInventors: Kenichi Komiya, Naozumi Arimoto, Noboru Ishida, Shinichi Shirahama, Eitaro Morita
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Patent number: 6548458Abstract: Succinimide-acid compounds prepared by reaction of hydrocarbyl-substituted succinic acylating agents with alpha-omega amino acids are disclosed, as well as derivatives thereof useful as lubricity additives, lubricant dispersants, friction modifiers, liquid hydrocarbonaceous fuel detergents, antioxidants and alkali and/or alkaline-earth metal detergents.Type: GrantFiled: November 8, 2001Date of Patent: April 15, 2003Assignee: Ethyl CorporationInventor: John T. Loper
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Patent number: 6492306Abstract: A composition comprising a hydrocarbon polymer having attached thereto pendant groups Aa and Bb wherein each A is independently selected from members of the group consisting of: groups of the formula and each B is independently selected from members of the group of formula: wherein each X is independently O, S, or NRb, and each Z is independently a group of the formula Ra is an ethylene group, a propylene group, which groups optionally have hydrocarbyl or hydroxyhydrocarbyl substituents, or wherein J is H, SH, NH2, or OH, and tautomers thereof; a is 0 or a number ranging from 1 to about 50, and b is a number ranging from 1 to about 30; wherein each of the groups is defined in greater detail herein.Type: GrantFiled: March 23, 2001Date of Patent: December 10, 2002Assignee: The Lubrizol CorporationInventors: Matthew R. Sivik, Richard M. Lange, Daniel M. Vargo, Paul E. Adams
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Patent number: 6489484Abstract: Thiadiazole-poly(ether)glycol reaction products and adducts useful as extreme pressure additives. Lubricating compositions (e.g., greases) containing the reaction products and adducts exhibit improved Timken Load properties.Type: GrantFiled: October 20, 2000Date of Patent: December 3, 2002Assignee: R. T. Vanderbilt Company, Inc.Inventors: Thomas J. Karol, Ronald J. Tepper
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Patent number: 6486101Abstract: A composition comprising a hydrocarbon polymer having {overscore (M)}n ranging from 20,000 to about 500,000, when the polymer is not a star polymer, and up to about GPC peak molecular weight of 4,000,000 when the polymer is a star polymer having attached thereto pendant groups Aa and Bb wherein each A is independently a member of the group of formula —Q—Kk wherein each Q is independently an aliphatic or aromatic hydrocarbon group, each K is independently a member selected from the group consisting of amide groups, nitrile groups, ester groups and carboxylic acid groups, and each k is independently a number ranging from 1 to about 3, and when k≧2, groups —K on adjacent carbon atoms, taken together, may constitute a succinimide group, and a is 0 or a number ranging from 1 to about 50; and each B is independently a member of the group of formula: wherein each X is independently O, S, or NRb, each Rb is independently H, NH2, hydrocarbyl, hydroxyhydrocarbyl, or aminohydrocarbType: GrantFiled: April 30, 2001Date of Patent: November 26, 2002Assignee: The Lubrizol CorporationInventors: Carmen V. Luciani, Richard M. Lange, Daniel M. Vargo
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Patent number: 6365557Abstract: 2,5-dimercapto-1,3,4-thiadiazole dimer-poly(ether)glycol reaction products and adducts useful as extreme pressure additives. Lubricating compositions (e.g., greases) containing reaction products and adducts exhibit improved Timken Load properties.Type: GrantFiled: October 20, 2000Date of Patent: April 2, 2002Assignee: R.T. Vanderbilt Company, Inc.Inventors: Thomas J. Karol, Ronald J. Tepper
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Publication number: 20010044388Abstract: A composition comprising a hydrocarbon polymer having attached thereto pendant groups Aa and Bb wherein each A is independently selected from members of the group consisting of:Type: ApplicationFiled: March 23, 2001Publication date: November 22, 2001Applicant: The Lubrizol CorporationInventors: Matthew R. Sivik, Richard M. Lange, Daniel M. Vargo, Paul E. Adams
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Patent number: 6288013Abstract: A composition comprising a hydrocarbon polymer having {overscore (M)}n ranging from 20,000 to about 500,000, when the polymer is not a star polymer, and up to about GPC peak molecular weight of 4,000,000 when the polymer is a star polymer having attached thereto pendant groups Aa and Bb wherein each A is independently selected from members of the group consisting of: groups of the formula wherein R3 is H or hydrocarbyl, R4 is a divalent hydrocarbylene group, n=0 or 1, and each of R9 and R10 is independently H, alkoxyhydrocarbyl, hydroxyhydrocarbyl, hydrocarbyl, aminohydrocarbyl, N-alkoxyalkyl- or hydroxyalkyl-substituted aminohydrocarbyl, or a group of the formula &Parenopenst;Y&Parenclosest;cR11—M, wherein each Y is independently a group of the formula each R11 is a divalent hydrocarbyl group, R12 is as defined above for R9 and R10, and M is H, hydrocarbyl, amino, an amide group, an amide-containing group, an acylamino group, an imide group, or an imide-contaType: GrantFiled: December 3, 1997Date of Patent: September 11, 2001Assignee: The Lubrizol CorporationInventors: Matthew R. Sivik, Richard M. Lange, Paul E. Adams, Daniel M. Vargo
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Patent number: 6265358Abstract: A composition comprising a hydrocarbon polymer having {overscore (M)}n ranging from 20,000 to about 500,000, when the polymer is not a star polymer, and up to about GPC peak molecular weight of 4,000,000 when the polymer is a star polymer having attached thereto pendant groups Aa and Bb wherein each A is independently a member of the group of formula —Q—Kk wherein each Q is independently an aliphatic or aromatic hydrocarbon group, each K is independently a member selected from the group consisting of amide groups, nitrile groups, ester groups and carboxylic acid groups, and each k is independently a number ranging from 1 to about 3, and when k≧2, groups —K on adjacent carbon atoms, taken together, may constitute a succinimide group, and a is 0 or a number ranging from 1 to about 50; and each B is independently a member of the group of formula: wherein each X is independently O, S, or NRb, each Rb is independently H, NH2, hydrocarbyl, hydroxyhydrocarbyl, or aminohydrocarbType: GrantFiled: December 3, 1997Date of Patent: July 24, 2001Assignee: The Lubrizol CorporationInventors: Carmen V. Luciani, Richard M. Lange, Daniel M. Vargo
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Patent number: 6180575Abstract: Lubricating oils useful as gear oils, circulating oils, compressor oils and in other applications characterized by and excellent balance of anti-wear and anti-rust characteristics are based on high quality base stocks including a major portion of a hydrocarbon base fluid such as a PAO with a secondary base stock component which is preferably a long chain alkylated aromatic, such as an alkylnaphthalene. A synergistic combination of additives comprising an adduct of a substituted triazole such as benzotriazole or a substituted benzotriazole, e.g. tolyltriazole (TTZ) with an amine phosphate and a trihydrocarbyl phosphate such as cresyl diphenylphosphate (CDP), confers the desired balance of anti-wear and anti-rust properties. In addition, the present oils typically include an anti-oxidant component and a rust inhibitor together with other optional additive components.Type: GrantFiled: July 22, 1999Date of Patent: January 30, 2001Assignee: Mobil Oil CorporationInventor: Richard N. Nipe
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Patent number: 6107257Abstract: A novel additive comprising a highly grafted, multi-functional olefin copolymer comprising a graft and amine-derivatized copolymer prepared from ethylene and at least one C.sub.3 to C.sub.23 alpha-monoolefin and, optionally, a polyene, wherein the copolymer of ethylene and at least one C.sub.3 to C.sub.23 alpha-monoolefin has grafted thereon from 0.3 to 0.75 carboxylic groups per 1000 number average molecular weight units of olefin copolymer and wherein the olefin copolymer has a number average molecular weight of between 20,000 and 150,000, and lubricating oil concentrates and compositions containing the same are provided.Type: GrantFiled: December 9, 1997Date of Patent: August 22, 2000Assignee: Ethyl CorporationInventors: Joseph J. Valcho, Mark Rees, Peter Growcott, Mark Thomas Devlin, Errol J. Olivier
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Patent number: 6107258Abstract: This invention relates to a novel multi-functional fuel and lubricant additive that provides dispersancy properties as well as viscosity index improved credit, improved fuel economy and low temperature viscometric properties. The invention further relates to concentrates, fuel and lubricating oil compositions containing said additive.Type: GrantFiled: October 15, 1997Date of Patent: August 22, 2000Assignees: Ethyl Corporation, DSM N.V.Inventors: Carl Kurt Esche, Jr., Anthony J. Rollin, Mark Thomas Devlin
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Patent number: 5753598Abstract: The combination (mixture and/or reaction product) of an epoxy based demulsifier and a heterocyclic compound, e.g. dimercaptoth-iadiazole, has been found to exhibit synergistic activity in marine oil formulations especially Trunk Piston Oils. The combination produces Trunk Piston Oils with improved water-shedding properties.Type: GrantFiled: March 11, 1997Date of Patent: May 19, 1998Assignee: Exxon Research and Engineering CompanyInventor: Neil Edward Briffett
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Patent number: 5578556Abstract: Triaole-dialkyl maleate derivatives have been found to be effective metal passivators and antiwear additives for lubricants and fuels.Type: GrantFiled: November 30, 1995Date of Patent: November 26, 1996Assignee: Mobil Oil CorporationInventors: Liehpao O. Farng, Andrew G. Horodysky, Ronald J. Poole
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Patent number: 5538652Abstract: Combinations of dimercaptothiadiazole-mercaptan coupled derivatives with amines have been found to be effective load-carrying additives for lubricants and fuels.Type: GrantFiled: October 24, 1994Date of Patent: July 23, 1996Assignee: Mobil Oil CorporationInventors: Liehpao O. Farng, Arjun K. Goyal
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Patent number: 5534171Abstract: A polymeric lubricant additive that behaves as a viscosity index improver and imparts enhanced anti-oxidancy, dispersancy, and anti-wear properties to said lubricant oil has been prepared. The polymeric substrate is a random co- or terpolymer of ethylene propylene and a third monomer; or a block terpolymer of styrene--ethylenebutylene--styrene where hydrogenation has removed aliphatic unsaturation.Ethylenically unsaturated carboxylic acid or acid anhydride is grafted to these aforementioned substrates and imidized with amino-thiadiazole of the formula: ##STR1## wherein R.sub.1 is H.sub.2 or a (C.sub.1 -C.sub.10) alkyl radical selected from the group consisting of a alkyl, alkenyl, alkoxyl, aralkyl, alkaryl, hydroxyalkyl and aminoalkyl, to produce said polymeric lubricant additive.Type: GrantFiled: June 6, 1995Date of Patent: July 9, 1996Assignee: DSM Copolymer Inc.Inventors: Thomas F. Derosa, Nicholas Benfaremo, Maria M. Kapuscinski, Benjamin J. Kaufman, Rosemary J. Jennejahn