Acyclic Sulfur Bonded Directly To The 2- And 5- Positions Of A 1,3,4- Thiadiazole Ring Or A Hydrogenated 1,3,4-thiadiazole Ring Patents (Class 508/273)
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Patent number: 6894009Abstract: A grease composition for constant velocity joints, having a base oil and a urea-based thickener, which grease additionally contains, (A) molybdenum sulphide dialkyldithiocarbamate and (B) 5,5-dithiobis (1,3,4-thiadiazole-2-thiol); a method of lubricating a constant velocity joint including packing it with grease and a constant velocity joint packed with said grease.Type: GrantFiled: February 28, 2001Date of Patent: May 17, 2005Assignee: Shell Oil CompanyInventors: Yasushi Kawamura, Kouichi Nakazawa, Noriaki Shinoda, Keiji Tanaka, Tetsuo Nimura, Kouji Saitou, Tomoyasu Wada
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Publication number: 20040259743Abstract: The present invention relates to a lubricating oil composition containing: (1) an antiwear package comprising: (a) a hydrocarbyl phosphate and amine salt thereof; and (b) an alkylene coupled adduct of a hydrocarbyl substituted dithiophosphoric acid and a &agr;,&bgr;-unsaturated carbonyl containing compound; (2) an antioxidant package comprising: (a) a hydrocarbyl diphenylamine; and (b) a sterically hindered phenol; (3) a metal deactivator; and (4) an oil of lubricating viscosity. The invention further relates to the process to make the lubricating oil composition and its use in industrial fluids especially hydraulic fluids.Type: ApplicationFiled: June 18, 2003Publication date: December 23, 2004Applicant: The Lubrizol Corporation, a corporation of the State of OhioInventor: Betsy J. Butke
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Publication number: 20040214730Abstract: An oil-soluble additive composition and lubricating oil composition containing the same, comprising an organic sulfur-containing extreme pressure additive; a thiadiazole, wherein the thiadiazole does not contain a polycarboxylate moiety and the amount of dimercaptothiadiazole is from about 0.1 wt % to about 10 wt %; an amino phosphorus compound; and an alkyl or alkenyl succinic anhydride, used to reduce the corrosion of yellow metal components which are present in axles and transmissions.Type: ApplicationFiled: April 25, 2003Publication date: October 28, 2004Applicant: Chevron Oronite Company LLCInventor: Juan Alberto Buitrago
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Patent number: 6806241Abstract: Disclosed are antioxidant compositions comprising of: (1) an organomolybdenum compound; (2) an alkylated diphenylamine; and (3) a sulfur compound selected from the group consisting of: (a) thiadiazole; (b) dithiocarbamate; and (c) mixtures of (a) and (b).Type: GrantFiled: September 19, 2002Date of Patent: October 19, 2004Assignee: R.T. Vanderbilt Company, Inc.Inventors: Thomas J. Karol, Steven G. Donnelly, Ronald J. Hiza
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Publication number: 20040138073Abstract: An additive for imparting antiwear properties to a lubricant composition is based on a combination of (1) an organo borate ester composition and (2) one or more sulfur- or phosphorus-containing compounds or a non-sulfur molybdenum compound. The sulfur- or phosphorus-containing compounds are dithiocarbamate, bisdithiocarbamate, 1,3,4-diathiazole, phosphorodithioate, phosphorodithioate esters, and the molybdenum compound is prepared by reacting (a) about 1.0 mole of fatty oil having 12 or more carbon atoms, (b) about 1.0 to 2.5 moles diethanolamine and (c) a molybdenum source.Type: ApplicationFiled: October 2, 2003Publication date: July 15, 2004Applicant: R.T. Vanderbilt Company, Inc.Inventors: Thomas J. Karol, Steven G. Donnelly
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Publication number: 20040014613Abstract: A protective lubricating composition is provided which will penetrate readily to closely fitting frictional parts and form a protective non-migrating lubricating film improving lubrication between the moving parts reducing friction and wear and preventing corrosion. The lubricant composition may be combined with solvents and propellants to make a sprayable lubricant composition.Type: ApplicationFiled: July 2, 2002Publication date: January 22, 2004Applicant: ASHLAND INC.Inventors: Michael A. Dituro, Richard J. Baumgart, Mandeep S. Saini, Christopher J. Nonevski
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Publication number: 20030158051Abstract: Disclosed are antioxidant compositions comprising of:Type: ApplicationFiled: September 19, 2002Publication date: August 21, 2003Inventors: Thomas J. Karol, Steven G. Donnelly, Ronald J. Hiza
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Publication number: 20030104952Abstract: A novel lubricating composition for manual transmissions with improved performance with sintered synchronized components. The lubricating oil composition contains high level of an alkaline earth sulfonate and amine phosphates.Type: ApplicationFiled: October 22, 2001Publication date: June 5, 2003Applicant: The Lubrizol CorporationInventors: Michael P. Gahagan, Brian M. O'Connor
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Publication number: 20030092585Abstract: This invention relates to lubricating compositions comprising a major amount of an oil of lubricating viscosity and at least about 0.4% by weight of at least one amine free thiadiazole, wherein the lubricating composition is free of organic polysulfides and contains less than about 2% by weight of at least one dispersant. The invention also relates to concentrates and methods of using the lubricating compositions to control micro pitting. The lubricants provide improved performance for both macro and micro pitting, especially micro pitting.Type: ApplicationFiled: November 13, 2001Publication date: May 15, 2003Applicant: The Lubrizol CorporationInventors: Brian M. O'Connor, Mary Galic Raguz
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Patent number: 6528458Abstract: Compositions comprising (a) an oil of lubricating viscosity; (b) 2,5-dimercapto-1,3,4-thiadiazole (DMTD), a derivative of DMTD, or mixtures thereof; (c) a friction modifier; and (d) a dispersant, are useful for lubricating a transmission having a plurality of wet clutches and a plurality of partial power transmission shafts, wherein shifting of gears occurs by a process comprising synchronization of an engaged and a non-engaged partial transmission shaft and engagement of a wet clutch.Type: GrantFiled: April 19, 2002Date of Patent: March 4, 2003Assignee: The Lubrizol CorporationInventors: Thomas A. Tagliamonte, Craig D. Tipton, William C. Ward, Jr.
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Patent number: 6521570Abstract: An automotive lubricant comprising a white oil basestock and one or more additives, at least one additive being an antioxidant. The white oil basestock may be blended with mineral oil and/or synthetic oil basestocks. The lubricant can be used, for example, as an engine oil, gear oil or automatic transmission fluid.Type: GrantFiled: January 26, 2000Date of Patent: February 18, 2003Assignee: ExxonMobil Research and Engineering CompanyInventors: Marcel Alphonse Ostyn, Dominique Alves, Alain Gabriel Bouffet, Edgar Andreas Steigerwald
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Publication number: 20030027728Abstract: Grease composition for constant velocity joints, comprising a base oil and a urea-based thickener, which grease additionally contains, (A) molybdenum sulphide dialkyldithiocarbamate and (B) 5,5-dithiobis(1,3,4-thiadiazole-2-thiol); a method of lubricating a constant velocity joint comprising packing it with said grease; and a constant velocity joint packed with said grease.Type: ApplicationFiled: August 27, 2002Publication date: February 6, 2003Inventors: Yasushi Kawamura, Kouichi Nakazawa, Noriaki Shinoda, Keiji Tanaka, Tetsuo Nimura, Kouji Saitou, Tomoyasu Wada
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Publication number: 20020151443Abstract: Automatic transmission fluids are described which contain at least 0.05 weight percent of a dialkyl thiadiazole and sulfurized fat, sulfurized fatty acid, sulfurized fatty acid ester, up to about 0.15 weight % of a metal-containing detergent, and/or a mixture thereof. The transmission fluids according to the present invention exhibit improved anti-wear and extreme pressure performance.Type: ApplicationFiled: February 9, 2001Publication date: October 17, 2002Inventor: Sanjay Srinivasan
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Patent number: 6413916Abstract: A protective lubricating composition is provided which will penetrate readily to closely fitting frictional parts and form a protective non-migrating lubricating film improving lubrication between the moving parts reducing friction and wear and preventing corrosion. The lubricant composition may be combined with solvents and propellants to make a sprayable lubricant composition.Type: GrantFiled: June 30, 2000Date of Patent: July 2, 2002Assignee: Ashland Inc.Inventors: Richard J. Baumgart, Michael A. Dituro, Christopher J. Nonevski, Mandeep S. Saini
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Patent number: 6399548Abstract: A method is provided for protecting a copper-containing metal from loss of copper when in contact with a functional fluid composition containing water, the method comprising employing in the functional fluid an oil-soluble dimercaptothiadiazole compound or derivative thereof in an amount sufficient to protect against loss of copper.Type: GrantFiled: September 22, 2000Date of Patent: June 4, 2002Assignee: Chevron Oronite Company LLCInventors: Paul F. Vartanian, Edward I. Aoyagi, John E. Huron, Kenneth Lee McLeod
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Patent number: 6362137Abstract: This invention relates to a cost effective process for preparing a corrosion inhibitor/metal passivator additive for lubricant, grease and fuel applications from waste refinery streams, comprising reacting 2,5-dimercapto-1,3,4-thiadiazole either in powder form or in solution form in polar organic solvent, with disulphide oil obtained from Merox extraction/caustic wash of the refinery streams, in the presence or absence of redox agent.Type: GrantFiled: August 17, 2000Date of Patent: March 26, 2002Assignee: Indian Oil CorporationInventors: Akhilesh Bhatnagar, Deepak Kumar Tuli, Rakesh Sarin, Ajay Arora, Pankaj Kumar Mandal
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Patent number: 6362138Abstract: This invention relates to compounds which are suitable as ash-free antiwear additives and antioxidants, to lubricant compositions comprising said compounds as well as to their use. are particularly preferred. In the preferred compounds I′, R2 is isooctyloxycarbonylmethyl, R3 is isooctyloxycarbonylmethylthiomethyl and R4 is hydrogen; or R2 is tert-nonyl and R3 is tert-nonylthiomethyl and R4 is hydrogen; or R2 is isooctyloxycarbonylmethyl, R3 is hydrogen and R4 is isooctyloxycarbonylmethylthiomethyl; or R2 is tert-nonyl, R3 is hydrogen and R4 I is tert-nonylthiomethyl.Type: GrantFiled: September 15, 2000Date of Patent: March 26, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Hugo Camenzind, Samuel Evans, Alfred Dratva, Peter Hänggi
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Publication number: 20010051594Abstract: The perception of objectionable odors generated from lubricants is minimized by including in said lubricant a thiazole compound and an odor mask.Type: ApplicationFiled: March 26, 2001Publication date: December 13, 2001Inventors: William D. Abraham, James P. Roski, Jerry L. Rutter, Craig D. Tipton, Victor A. Gober, James J. Schwind
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Patent number: 6251840Abstract: A lubricating/functional fluid composition which exhibits in use improved antiwear and antifoaming properties. The improvements result from use of 2,5-dimercapto-1,3,4-thiadiazole and derivatives thereof together with silicone and/or fluorosilicone antifoam agents.Type: GrantFiled: January 14, 1997Date of Patent: June 26, 2001Assignee: The Lubrizol CorporationInventors: William C. Ward, Jr., Craig D. Tipton, Kathleen A. Murray
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Patent number: 6207623Abstract: A lubricating oil formulation containing a major amount of a base oil of lubricating viscosity and a minor amount of additives comprising a combination of phenyl naphthyl amine, dimercaptothiadiazole or derivative thereof, and triazole or benzotriazole or derivative thereof, exhibiting enhanced resistance to oxidation.Type: GrantFiled: January 14, 2000Date of Patent: March 27, 2001Assignee: ExxonMobil Research and Engineering CompanyInventors: Kevin David Butler, Alison Fiona Miller, Todd Timothy Nadasdi
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Patent number: 6191078Abstract: An aviation piston engine lubricant having no metal containing additive is provided. The lubricant contains (a) a base oil consisting essentially of a mixture of (i) at least about 50 wt % based on the total weight of the lubricant of one or more mineral oils having a viscosity in the range of about 5 cSt to about 25 cSt at 100° C. and (ii) about 15 to about 40 wt % based on the total weight of the lubricant of a polyalpha olefin fluid having a viscosity in the range of about 4 cSt to about 40 cSt at 100° C.; (b) at least about 3 wt % based on the total weight of the lubricant of an ashless polyisobutylene succinic anhydride/polyamine (PIBSA/PAM) dispersant; and (c) an effective amount of one or more ashless additives selected from the group consisting of antiwear agents, extreme pressure agents, metal passivators, and antioxidants.Type: GrantFiled: September 21, 1999Date of Patent: February 20, 2001Assignee: ExxonMobil Research and Engineering CompanyInventors: Antika Shlomo, Frederick W. Girshick, Patrick Edward Godici, Richard A. Skillman
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Patent number: 6150307Abstract: This invention relates to compounds which are suitable as ash-free antiwear additives and antioxidants, to lubricant compositions comprising said compounds as well as to their use. Compounds of formulae ##STR1## are particularly preferred. In the preferred compounds I',R.sub.2 is isooctyloxycarbonylmethyl, R.sub.3 is isooctyloxycarbonylmethylthiomethyl and R.sub.4 is hydrogen; orR.sub.2 is tert-nonyl and R.sub.3 is tert-nonylthiomethyl and R.sub.4 is hydrogen; orR.sub.2 is isooctyloxycarbonylmethyl, R.sub.3 is hydrogen and R.sub.4 is isooctyloxycarbonylmethylthiomethyl; orR.sub.2 is tert-nonyl, R.sub.3 is hydrogen and R.sub.4 I is tert-nonylthiomethyl.In the preferred compounds II',R.sub.2 and R.sub.2 ' are isooctyloxycarbonylmethyl, R.sub.3 and R.sub.3 ' are isooctyloxycarbonylmethylthiomethyl and R.sub.4 and R.sub.4 ' are hydrogen; orR.sub.2 and R.sub.2 ' are tert-nonyl, R.sub.3 and R.sub.3 ' are tert-nonylthiomethyl and R.sub.4 and R.sub.4 ' are hydrogen; orR.sub.2 and R.sub.Type: GrantFiled: August 3, 1998Date of Patent: November 21, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Hugo Camenzind, Samuel Evans, Alfred Dratva, Peter Hanggi
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Patent number: 6136759Abstract: Provided is a novel additive composition containing (a) a compound having, in the molecule, a group of a general formula (I): ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 each represent a hydrogen atom or a methyl group, but at least one of R.sup.2 and R.sup.3 is a hydrogen atom,and (b) an extreme-pressure improver containing sulfur and/or phosphorus, and optionally, as an additional component (c), an extreme-pressure improver containing neither sulfur nor phosphorus. Lubricating oil compositions comprising the additive composition have high load carrying capacity, and are effectively used as metal working oils and hydraulic oils, such as forging oil, pressing oil, drawing oil, rolling oil, cutting oil, grinding oil, etc.Type: GrantFiled: March 29, 1999Date of Patent: October 24, 2000Assignee: Idemitsu Kosan Co., Ltd.Inventors: Fumiaki Takagi, Kazuaki Abe, Masami Yamanaka, Norihito Kanno, Katsumi Ichitani
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Patent number: 6001783Abstract: This invention relates to a composition, comprising:(A) at least one compound selected from the group consisting of(A-1) a compound represented by the formulaT.sup.1 T.sup.2 --P(X.sup.1)--(S).sub.n --S--C (X.sup.2)--L.sup.1(A-I)(A-2) a compound represented by the formulaT.sup.3 T.sup.4 --P(X.sup.3)--(S).sub.n --S--(DMTD)--S--J (A-II)(A-3) a compound represented by the formulaL.sup.2 --C(X.sup.4)--(S).sub.n --S--(DMTD)--S--G (A-III)and(A-4) mixture of two or more of (A-1), (A-2) and (A-3);wherein in Formulae (A-I), (A-II) and (A-III): (DMTD) is a dimercaptothiadiazole nucleus; J is H, SR, --S--P(X.sup.5)--T.sup.5 T.sup.6 or --S--C(X.sup.6)-L.sup.3G is H, SR or --S--C(X.sup.7)--L.sup.4T.sup.1, T.sup.2, T.sup.3, T.sup.4, T.sup.5 and T.sup.6 are independently R, SR or OR; L.sup.1, L.sup.2, L.sup.3 and L.sup.4 are independently R, SR, OR or NRR; X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6 and X.sup.7 are independently O or S; each R is independently a hydrocarbyl group; and n is 1 to 4.Type: GrantFiled: March 24, 1997Date of Patent: December 14, 1999Assignee: The Lubrizol CorporationInventors: John S. Manka, William D. Abraham, Stephen H. Roby, James A. Supp, Richard Yodice
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Patent number: 5912212Abstract: A lubricating oil composition comprises (A) a base oil, (B) a 3-methyl-5-tert-butyl-4-hydroxyphenyl substituted fatty acid ester in an amount of 0.1-5 percent by mass and (C) an auxiliary component, said auxiliary component being one member of the group of (a) a nitrogen-containing compound in an amount of 0.001-1 percent by mass, (b) a sulfur and/or phosphorus-containing compound in an amount of 0.1-5.0 percent by mass or (c) a phenolic compound in an amount of 0.1-5.0 percent by mass. This composition features the combination with a base oil of these specified components whereby there is provided synergistic effect conducive to inhibition or prevention of both oxidation and sludge formation while in use under elevated temperature conditions over extended periods of time.Type: GrantFiled: December 18, 1996Date of Patent: June 15, 1999Assignee: Nippon Oil Co., Ltd.Inventors: Jinichi Igarashi, Yoko Matsuyama, Yutaka Shikatani, Toshio Yoshida
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Patent number: 5885942Abstract: The multifunctional lubricant additive compositions of the invention preferably contain a methylene bis(dibutyldithiocarbamate) as an antiwear and extreme pressure additive, a 2,5-dimercapto-1,3,4-thiadiazole derivative as an antioxidant and antiwear additive, a tolutriazole compound as an antioxidant and corrosion inhibitor, a glycerol monooleate as a friction modifier, a calcium sulfonate as a detergent and extreme pressure additive, a zinc dialkyl dithiophosphate as an antiwear and antioxidant additive, a polymethylacrylate as a dispersant, a polyol ester as a carrier and friction modifier, a red dye for leak detection, and optionally, solvent neutral oil and a pour point depressant.Type: GrantFiled: September 23, 1997Date of Patent: March 23, 1999Assignee: NCH CorporationInventors: Ruiming Zhang, Robert M. Hooks
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Patent number: 5874390Abstract: An aqueous machining fluid admixture comprises water, a sulfurized oil and a water soluble salt of a dimercaptothiadiazole wherein the weight ratio of the sulfurized oil to the water soluble salt of dimercaptothiadiazole is in the range of from about 15:1 to about 45:1. A method employs the fluid by applying the fluid at the interface between tool and workpiece in shaping or working operations of metallic and solid non-metallic workpieces. The fluid is particularly effective in grinding operations to produce improved grinding ratios.Type: GrantFiled: December 22, 1997Date of Patent: February 23, 1999Assignee: Cincinnati Milacron Inc.Inventors: Deli Gong, Kevin H. Tucker
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Patent number: 5853435Abstract: Polymeric amine sulfur-containing heterocyclic reaction products have been found to be effective antiwear and corrosion inhibiting additives for fuels, including gasolines, and lubricants with excellent high temperature decomposing, cleanliness and detergency/dispersancy features.Type: GrantFiled: December 30, 1994Date of Patent: December 29, 1998Assignee: Mobil Oil CorporationInventors: Noyes L. Avery, Joan C. Axelrod, James T. Carey, Liehpao O. Farng, Andrew G. Horodysky
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Patent number: 5801130Abstract: This invention relates to synthetic based turbo oils, preferably polyol ester-based turbo oils which exhibit exceptional load-carrying capacity by use of a synergistic combination of sulfur (S)-based and phosphorous (P)-based load additives. The S-containing additives of the present invention are DMTD and its derivative including the capped DMTD and the DMTD dimer, and the P-containing component is one or more amine phosphates. The turbo oil composition consisting of the dual P/S additives of the present invention achieves an excellent load-carrying capacity, which is better than that obtained when each additive was used alone at a treat rate higher than or comparable to the total combination additive treat rate, and the lower concentration requirement of the P-based additive allows the turbo oil composition to meet US Navy MIL-L-23699 requirement on the Si seal compatibility.Type: GrantFiled: March 7, 1997Date of Patent: September 1, 1998Assignee: Exxon Research and Engineering CompanyInventors: Manual A. Francisco, Paul Joseph Berlowitz, Jeenok T. Kim
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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: 5750475Abstract: An aviation turbine oil of reduced deposit forming tendencies and improved anti-oxidancy is disclosed which comprises a major portion of a suitable aviation turbine oil base stock and a minor amount of a non-sulfur containing triazine derivative and DMT, derivatives of DMTD and mixtures thereof.Type: GrantFiled: May 20, 1997Date of Patent: May 12, 1998Assignee: Exxon Research and Engineering CompanyInventor: Paul Joseph Berlowitz
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Patent number: 5698500Abstract: A graft copolymer is disclosed. The copolymer is prepared by the interpolymerization of a mixture of monomers comprising ethylene, a C.sub.3 to C.sub.12 alpha monoolefin, and a polyene being a member selected from the group consisting of non-conjugated dienes and trienes. Grafted to the copolymer is a 2-mercapto-1,3,4-thiadiazole moiety. Lubricating oil additives and lubricating oils comprising the graft copolymer are also disclosed.Type: GrantFiled: February 3, 1997Date of Patent: December 16, 1997Assignee: Uniroyal Chemical Company, Inc.Inventors: John R. Baranski, Cyril A. Migdal
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Patent number: 5641730Abstract: An antiwear additive has an alkali metal borate; and a thiadiazole compound. That thiadiazole compound may be a 2,5-dimercapto-1,3,4-thiadiazole, a 2-alkylpolythio-5-mercapto-1,3,4-thiadiazole, or a 2-alkylestermercapto-5-mercapto-1,3,4-thiadiazole. If the thiadiazole compound is a 2-alkylpolythio-5-mercapto-1,3,4-thiadiazole or a 2-alkylestermercapto-5-mercapto-1,3,4-thiadiazole, the alkyl group has from one to twenty carbon atoms. If the thiadiazole compound is a 2-alkylpolythio-5-mercapto-1,3,4-thiadiazole, the polythio group has from two to eight sulfur atoms. This antiwear additive can be used with a base grease in a grease composition.Type: GrantFiled: November 29, 1995Date of Patent: June 24, 1997Assignee: Chevron Chemical CompanyInventor: Stuart H. Brown
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Patent number: 5637251Abstract: This invention relates to a water-based antifreeze or coolant composition having improved antioxidant and anticorrosion properties and comprising a major amount of an aqueous solution of a polyhydric alcohol and a minor amount of a functional additive composition consisting of monoallylamine salt of 2,5-dimercapto-1,3,4-thiadiazole and monoallylamine salt of benzoic acid.Type: GrantFiled: July 31, 1995Date of Patent: June 10, 1997Assignee: R.T. Vanderbilt Company, Inc.Inventors: Thomas J. Karol, Steven G. Donnelly
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Patent number: 5622922Abstract: A homogenous product is formed by heating at a temperature in the range of from 50.degree. to 150.degree. C. a mixture of a benzotriazole and a 2,5-dihydrocarbyldithio-1,3,4-thiadiazole.Type: GrantFiled: December 27, 1995Date of Patent: April 22, 1997Assignee: Exxon Chemical Patents Inc.Inventors: Dean B. Clarke, Dale R. Carroll
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Patent number: RE37105Abstract: A graft copolymer is disclosed. The copolymer is prepared by the interpolymerization of a mixture of monomers comprising ethylene, a C3 to C12 alpha monoolefin, and a polyene being a member selected from the group consisting of non-conjugated dienes and trienes. Grafted to the copolymer is a 2-mercapto-1,3,4-thiadiazole moiety. Lubricating oil additives and lubricating oils comprising the graft copolymer are also disclosed.Type: GrantFiled: December 2, 1999Date of Patent: March 20, 2001Assignee: Uniroyal Chemical Company, Inc.Inventors: John R. Baranski, Cyril A. Migdal