At Least Two Of The Chalcogens Are Sulfur (e.g., Zinc Dihydrocarbyl Dithiophosphates, Etc.) Patents (Class 556/25)
  • Publication number: 20120261621
    Abstract: An intermediate transfer member includes a mixture of a polyimide, a metal dialkyldithiophosphate, a polysiloxane, and an optional conductive filler component.
    Type: Application
    Filed: April 18, 2011
    Publication date: October 18, 2012
    Applicant: XEROX CORPORATION
    Inventor: Jin WU
  • Patent number: 8227389
    Abstract: A lubricant additive produced by various processes, including mixing an organophosphate and an organofluorine compound, reacting an organophosphate and an organofluorine compound, reacting a fluorinated organophosphate and an organofluorine compound (with or without molybendum disulfide), or reacting an organophosphate, a metal halide and an organofluorine compound (with or without molybendum disulfide), to produce a reaction mixture comprising the lubricant additive. Also, a lubricant produced by various processes, including mixing an organophosphate and an organofluorine compound, reacting an organophosphate and an organofluorine compound, reacting a fluorinated organophosphate and an organofluorine compound (with or without molybendum disulfide), or reacting an organophosphate, a metal halide and an organofluorine compound (with or without molybendum disulfide), and adding at least a portion of the reaction mixture to a lubricant base.
    Type: Grant
    Filed: October 11, 2007
    Date of Patent: July 24, 2012
    Inventors: Pranesh B. Aswath, Harold Shaub, Ramoun Mourhatch, Krupal Patel, David P. Owen, Ronald L. Elsenbaumer
  • Patent number: 8216982
    Abstract: Disclosed is a low-phosphorous lubricant produced by a process comprising forming a lubricant additive by reacting metal halide and organophosphate together to form a reaction mixture, the metal halide participating as a reactant, and adding at least a portion of the reaction mixture to a lubricant base comprising from about 0.01 weight percent phosphorous to about 0.1 weight percent phosphorous.
    Type: Grant
    Filed: September 7, 2005
    Date of Patent: July 10, 2012
    Inventors: Kajal Parekh, Pranesh B. Aswath, Harold Shaub, Ronald L. Elsenbaumer
  • Patent number: 8216986
    Abstract: A lubricant additive produced by the process comprising mixing a metal halide with an organophosphate, the metal halide participating as a reactant and reacting the metal halide and the organophosphate to produce a reaction mixture comprising the lubricant additive. Also disclosed is a lubricant produced by the process comprising forming a lubricant additive by reacting metal halide and organophosphate together to form a reaction mixture, the metal halide participating as a reactant, and adding at least a portion of the reaction mixture to a lubricant base.
    Type: Grant
    Filed: July 14, 2005
    Date of Patent: July 10, 2012
    Inventors: Kajal Parekh, Pranesh B. Aswath, Harold Shaub, Ronald L. Elsenbaumer
  • Patent number: 8003576
    Abstract: This invention relates to improved lubrication in drilling and completion fluids used in subterrane drilling for oil and gas. The addition of zinc dialkyl dithiophosphate (ZDDP) acts as a lubricant, an enhancer to other lubricants and rate of penetration enhancer.
    Type: Grant
    Filed: December 16, 2009
    Date of Patent: August 23, 2011
    Assignee: The Lubrizol Corporation
    Inventor: Michael J. McDonald
  • Publication number: 20100152067
    Abstract: This invention relates to improved lubrication in drilling and completion fluids used in subterrain drilling for oil and gas. The addition of zinc dialkyl dithiophosphate (ZDDP) acts as a lubricant, an enhancer to other lubricants and rate of penetration enhancer.
    Type: Application
    Filed: December 16, 2009
    Publication date: June 17, 2010
    Inventor: Michael J. McDonald
  • Patent number: 6958409
    Abstract: A process for the manufacture of a low sediment overbased metal dithiophosphate composition is disclosed. The process uses delayed addition of a C1 to C5 mono-carboxylic acid promoter during the neutralization of a primary dialkyl dithiophosphoric acid. The process results in reducing crude sediment whereby the resulting overbased metal dithiophosphate may need not undergo additional filtration steps prior to its intended use.
    Type: Grant
    Filed: June 15, 2004
    Date of Patent: October 25, 2005
    Assignee: Chevron Oronite Company LLC
    Inventor: William R. Ruhe, Jr.
  • Patent number: 6536492
    Abstract: The present invention provides for a coupling system (white filler/diene elastomer) for a rubber composition based on diene elastomer reinforced with a white filler, formed by the association of a polysulphurized alkoxysilane, a zinc dithiophosphate and a guanidine derivative. The invention also provides a rubber composition usable for the manufacture of tires, comprising, as base constituents, one or more diene elastomer(s), a reinforcing white filler, a polysulphurized alkoxysilane coupling agent with which are associated a zinc dithiophosphate and a guanidine derivative. Also provided is a process for preparing such a rubber composition, and a tire or semi-finished product, in particular a tread for a tire, comprising a rubber composition according to the invention.
    Type: Grant
    Filed: January 22, 2001
    Date of Patent: March 25, 2003
    Assignee: Michelin Recherche et Technique S.A.
    Inventor: Didier Vasseur
  • Patent number: 6310260
    Abstract: This invention relates to a process for separating one or more organophosphorus ligand degradation products, one or more reaction byproducts and one or more products from a continuously generated reaction product fluid comprising one or more unreacted reactants, a metal-organophosphorus ligand complex catalyst, optionally free organophosphorus ligand, said one or more organophosphorus ligand degradation products, said one or more reaction byproducts, said one or more products, one or more polar solvents and one or more nonpolar solvents by phase separation wherein (i) the selectivity of the polar phase for the organophosphorus ligand with respect to the one or more products is expressed by a partition coefficient ratio Ef1 which is a value greater than about 2.5, (ii) the selectivity of the polar phase for the organophosphorus ligand with respect to the one or more organophosphorus ligand degradation products is expressed by a partition coefficient ratio Ef2 which is a value greater than about 2.
    Type: Grant
    Filed: March 15, 2000
    Date of Patent: October 30, 2001
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: John Nicholas Argyropoulos, Jeffrey Scott Kanel, Michael Leo Tulchinsky, David James Miller, Donald Lee Morrison, Paul Foley, David Robert Bryant, Ailene Gardner Phillips, Brian Michael Roesch, John Robert Briggs, Max Min Lee, John Michael Maher
  • Patent number: 6307108
    Abstract: This invention relates to a process for separating one or more organophosphorus ligand degradation products, one or more reaction byproducts and one or more formylester products from a reaction product fluid comprising one or more unreacted unsaturated ester reactants, a metal-organophoshorus ligand complex catalyst, optionally free organophosphorus ligand, said one or more organophosphorus ligand degradation products, said one or more reaction byproducts, said one or more products, a nonpolar solvent and a polar solvent by phase separation wherein (i) the selectivity of the nonpolar phase for the organophosphorus ligand with respect to the one or more products is expressed by a partition coefficient ratio Ef1 which is a value greater than about 2.5 (ii) the selectivity of the nonpolar phase for the organophosphorus ligand with respect to the one or more organophosphorus ligand degradation products is expressed by a partition coefficient ratio Ef2 which is a value greater than about 2.
    Type: Grant
    Filed: March 15, 2000
    Date of Patent: October 23, 2001
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: John Nicholas Argyropoulos, Jeffrey Scott Kanel, Michael Leo Tulchinsky, David James Miller, Donald Lee Morrison, Paul Foley, David Robert Bryant
  • Patent number: 6307110
    Abstract: This invention relates to a process for separating one or more organophosphorus ligand degradation products, one or more reaction byproducts and one or more products from a continuously generated reaction product fluid comprising one or more unreacted reactants, a metal-organophosphorus ligand complex catalyst, optionally free organophosphorus ligand, said one or more organophosphorus ligand degradation products, said one or more reaction byproducts, said one or more products, one or more nonpolar solvents and one or more polar solvents by phase separation wherein (i) the selectivity of the nonpolar phase for the organophosphorus ligand with respect to the one or more products is expressed by a partition coefficient ratio Ef1which is a value greater than about 2.5, (ii) the selectivity of the nonpolar phase for the organophosphorus ligand with respect to the one or more organophosphorus ligand degradation products is expressed by a partition coefficient ratio Ef2 which is a value greater than about 2.
    Type: Grant
    Filed: March 15, 2000
    Date of Patent: October 23, 2001
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: John Nicholas Argyropoulos, Jeffrey Scott Kanel, Michael Leo Tulchinsky, David James Miller, Donald Lee Morrison, Paul Foley, David Robert Bryant, Ailene Gardner Phillips, Brian Michael Roesch, John Robert Briggs, Max Min Lee, John Michael Maher
  • Patent number: 6307109
    Abstract: This invention relates to a process for separating one or more products from a reaction product fluid comprising a metal-organophosphorus ligand complex catalyst, optionally free organophosphorus ligand, said one or more products, one or more nonpolar reaction solvents and one or more polar reaction solvents, in which said reaction product fluid exhibits phase behavior depicted by FIG. 1, wherein said process comprises (1) supplying said reaction product fluid from a reaction zone to a separation zone, (2) controlling concentration of said one or more nonpolar reaction solvents and said one or more polar reaction solvents, temperature and pressure in said separation zone sufficient to obtain by phase separation two immiscible liquid phases depicted by regions 2, 4 and 6 of FIG. 1 comprising a polar phase and a nonpolar phase and to prevent or minimize formation of three immiscible liquid phases depicted by region 5 of FIG. 1 and one homogeneous liquid phase depicted by regions 1, 3 and 7 of FIG.
    Type: Grant
    Filed: March 15, 2000
    Date of Patent: October 23, 2001
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Jeffrey Scott Kanel, David Robert Bryant, Brian Michael Roesch, Ailene Gardner Phillips
  • Patent number: 6303829
    Abstract: This invention relates to a process for separating one or more products from a reaction product fluid comprising a metal-organophosphorus ligand complex catalyst, optionally free organophosphorus ligand, said one or more products, one or more nonpolar reaction solvents and one or more polar reaction solvents, wherein said process comprises (1) subjecting said reaction product fluid to fractional countercurrent extraction with at least two immiscible extraction solvents, said at least two immiscible extraction solvents comprising at least one nonpolar extraction solvent and at least one polar extraction solvent, to obtain a nonpolar phase comprising said metal-organophosphorus ligand complex catalyst, said optionally free organophosphorus ligand, said one or more nonpolar reaction solvents and said at least one nonpolar extraction solvent and a polar phase comprising said one or more products, said one or more polar reaction solvents and said at least one polar extraction solvent, and (2) recovering said polar
    Type: Grant
    Filed: March 15, 2000
    Date of Patent: October 16, 2001
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Jeffrey Scott Kanel, John Nicholas Argyropoulos, Ailene Gardner Phillips, Brian Michael Roesch, John Robert Briggs, Max Min Lee, John Michael Maher, David Robert Bryant
  • Patent number: 6303830
    Abstract: This invention relates to a process for separating one or more organophosphorus ligand degradation products, one or more reaction byproducts and one or more formylester products from a reaction product fluid comprising one or more unreacted unsaturated ester reactants, a metal-organophosphorus ligand complex catalyst, optionally free organophosphorus ligand, said one or more organophosphorus ligand degradation products, said one or more reaction byproducts, said one or more products, a polar solvent and a nonpolar solvent by phase separation wherein(i) the selectivity of the polar phase for the organophosphorus ligand with respect to the one or more products is expressed by a partition coefficient ratio Ef1 which is a value greater than about 2.5, (ii) the selectivity of the polar phase for the organophosphorus ligand with respect to the one or more organophosphorus ligand degradation products is expressed by a partition coefficient ratio Ef2 which is a value greater than about 2.
    Type: Grant
    Filed: March 15, 2000
    Date of Patent: October 16, 2001
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: John Nicholas Argyropoulos, Jeffrey Scott Kanel, Michael Leo Tulchinsky, David James Miller, Donald Lee Morrison, Paul Foley, David Robert Bryant
  • Patent number: 6294700
    Abstract: This invention relates to a process for separating one or more products from a reaction product fluid comprising a metal-organophosphorus ligand complex catalyst, optionally free organophosphorus ligand, said one or more products, one or more polar reaction solvents and one or more nonpolar reaction solvents, wherein said process comprises (1) subjecting said reaction product fluid to fractional countercurrent extraction with at least two immiscible extraction solvents, said at least two immiscible extraction solvents comprising at least one polar extraction solvent and at least one nonpolar extraction solvent, to obtain a polar phase comprising said metal-organophosphorus ligand complex catalyst, said optionally free organophosphorus ligand, said one or more polar reaction solvents and said at least one polar extraction solvent and a nonpolar phase comprising said one or more products, said one or more nonpolar reaction solvents and said at least one nonpolar extraction solvent, and (2) recovering said nonpo
    Type: Grant
    Filed: March 15, 2000
    Date of Patent: September 25, 2001
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Jeffrey Scott Kanel, John Nicholas Argyropoulos, Ailene Gardner Phillips, Brian Michael Roesch, John Robert Briggs, Max Min Lee, John Michael Maher, David Robert Bryant
  • Patent number: 6110878
    Abstract: Oil-soluble or oil-dispersible trinuclear molybdenum-sulfur compounds are made by reacting less than three, such as 1.5 to 2.5, preferably two to 2.1, molar equivalents of a disulfide with one molar equivalent of a compound containing the [Mo.sub.3 S.sub.13 ].sup.2- ion. The trinuclear compounds include S-containing ligands that are derived from the disulfide reactant via cleavage of the disulfide bond; the ligands are bound to the core via the S atoms.
    Type: Grant
    Filed: December 11, 1998
    Date of Patent: August 29, 2000
    Assignee: Exxon Chemical Patents Inc
    Inventors: Jonathan M. McConnachie, Edward Ira Stiefel, Ian Alexander Weston Bell, Velautha-Cumaran Arunasalam
  • Patent number: 5939364
    Abstract: Multifunctional molybdenum compounds, which are the reactive product of molybdenum dithiocarbamates and (non-metal containing) dihydrocarbyl dithiophosphoric acids, and the oils that contain them are new compositions which are useful as lubricant additives. They impart to the lubricant formulations to which they are added low friction and excellent friction retention properties.
    Type: Grant
    Filed: December 12, 1997
    Date of Patent: August 17, 1999
    Assignee: Exxon Research & Engineering Co.
    Inventors: Richard Samuel Polizzotti, Elisavet P. Vrahopoulou, Stephen D. Cameron, Charles Frederick Pictroski
  • Patent number: 5384054
    Abstract: This invention relates to a process for the production of overbased metal salts of hydrocarbyl dithiophosphoric acid comprising:a) treating hydrocarbyl dithiophosphoric acid with an effective amount of phosphorus sulfide at a temperature within the range of from about 50.degree. to about 200.degree. C.; andb) neutralizing the treated hydrocarbyl dithiophosphoric acid with an amount of metal oxide;whereby the effective amount of phosphorus sulfide is sufficient to form a basic metal salt of the dithiophosphoric acid having a base metal to phosphorus ratio within the range of from about 1.15:1 to about 1.3:1.
    Type: Grant
    Filed: January 18, 1994
    Date of Patent: January 24, 1995
    Assignee: Ethyl Petrolium Additives, Inc.
    Inventor: Abbas Kadkhodayan
  • Patent number: 5380448
    Abstract: This invention relates to a process for preparing an overbased metal salt of hydrocarbyl dithiophosphoric acid comprising neutralizing hydrocarbyl dithiophosphoric acid with an amount of metal oxide sufficient to form said overbased metal salt of hydrocarbyl dithiophosphoric acid, which metal oxide has a surface area of no less than about 4 m.sup.2 per gram up to about 12 m.sup.2 per gram and whereby the overbased metal salt of hydrocarbyl dithiophosphoric acid thus formed has a base metal to phosphorus weight ratio within the range of greater than about 1.2:1 up to about 1.3:1.
    Type: Grant
    Filed: February 7, 1994
    Date of Patent: January 10, 1995
    Assignee: Ethyl Petrolium Additives, Inc.
    Inventors: Abbas Kadkhodayan, Dale G. Pillsbury, Paul G. Griffin
  • Patent number: 5306436
    Abstract: Useful as additive for lubricating oils are novel phosphosulphur compounds in accordance with the general formula (I):(((R.sup.1 --S.sub.x --O.sub.y --A--).sub.r B.sub.v).sub.p P(X)--Y.sub.t --).sub.q Z.sub.min which e.g. R.sup.1 represents an alkyl or alkenyl group, A represents the group --(CH.sub.2).sub.n --O--, B represents the group --P(S)--S--CH.sub.2 --(CH.sub.3)--O--, X represents an oxygen atom or a sulphur atom, Y represents an oxygen atom, a sulphur atom or an oxygen or sulphur-containing hydrocarbon chain, Z represents a hydrogen, chlorine or sulphur atom, a polysulphide chain, a metal or an alkyl or alkenyl group, x=1,2 or 3, y=0, 1 or 2, v is 0 or 1, r is 1 (if v=0) or r=2 (if v=1), p=2 or 3, t=0 or 1, m=0,1 or 2, q=the valency of Z if Z is a metal or q=1 or 2 and n is an integer from 1 to 30.
    Type: Grant
    Filed: August 26, 1991
    Date of Patent: April 26, 1994
    Assignee: Institut Francais du Petrole
    Inventors: Maurice Born, Ourida Aberkane, Jean-Luc Mieloszynski, Daniel Paquer, Guy Parc
  • Patent number: 5258130
    Abstract: Reaction products of an organotin oxide, such as dibutyltin oxide, a diorgano dithiophosphoric acid such as di-(2-ethylhexyl)dithiophosphoric acid and an alkenyl or polyalkenyl succinic anhydride, such as dodecenyl succinic anhydride, are effective multifunctional antioxidant and antiwear additives in lubricants, greases and fuels.
    Type: Grant
    Filed: October 30, 1992
    Date of Patent: November 2, 1993
    Assignee: Mobil Oil Corporation
    Inventors: Andrew G. Horodysky, Shih-Ying Hsu
  • Patent number: 5147572
    Abstract: The present invention relates to improved flotation composition comprising a mixture of (A) at least one metal salt of a phosphorus acid represented by the Formula: ##STR1## wherein each R.sub.1 is independently a hydrocarbyl, hydrocarbyloxy of hydrocarbylthio group having from 1 to about 18 carbon atoms, each X is independently oxygen or sulfur, and the lowest oxidation state of the metal is plus two, and (B) at least one dithiocarbamate represented by the formula: ##STR2## wherein each R.sub.2 is independently hydrogen, a hydrocarbyl group having from 1 to about 18 carbon atoms, or R.sub.2 taken together with R.sub.3 and the nitrogen atom form a five, six or seven member heterocyclic group; each R.sub.3 is independently a hydrocarbyl group having from 1 to about 18 carbon atoms, or R.sub.3 taken together with R.sub.2 and the nitrogen atom form a five, six or seven member heterocyclic group; and R.sub.4 is a hydrocarbylene group having from 1 to about 10 carbon atoms.
    Type: Grant
    Filed: October 11, 1991
    Date of Patent: September 15, 1992
    Assignee: The Lubrizol Corporation
    Inventor: James H. Bush
  • Patent number: 5132031
    Abstract: Novel products of the copper dihydrocarbyl dithiophosphyl dithiophosphate type, their preparation and their use are described.These products can be represented by the general formula: ##STR1## in which R particularly represents a substantially hydrocarbon monovalent radical with 1 to 30 carbon atoms, X and Y each represent a hydrogen atom or a substantially hydrocarbon monovalent radical with 1 to 30 carbon atoms, M represents copper in one of its two ordinary degrees of oxidation and n the degree of oxidation. The products according to the invention are usable as additives for lubricants in which they provide an effective protection against wear.
    Type: Grant
    Filed: August 21, 1990
    Date of Patent: July 21, 1992
    Assignee: Institut Francais du Petrole
    Inventors: Maurice Born, Jean-Claude Hipeaux, Valerie Maran, Armand Rossi, Michel Thebault
  • Patent number: 4935408
    Abstract: A compound of the formula: ##STR1## in which R.sup.1 represents alkyl, cycloalkyl or aralkyl, R* represents fluorophenyl or trifluoromethylphenyl when R.sup.1 is alkyl; R* represents dichlorophenyl, neopentyl, trimethylsilylmethyl, dimethylphenylsilylmethyl or a group of the formula: ##STR2## wherein R.sup.2 represents halogen, trifluoromethyl, lower alkyl or lower alkoxy when R.sup.1 is cycloalkyl; or R* represents 2-thienyl, 3-thienyl, neopentyl, trimethylsilylmethyl, dimethylphenylsilylmethyl or a group of the formula: ##STR3## wherein R.sup.3, R.sup.4 and R.sup.5 independently represent halogen, trifluoromethyl, lower alkyl or lower alkoxy when R.sup.1 is aralkyl, m represents 1 or 2, and X represents halogen, imidazolyl, triazolyl, phenylthio or a radical selected from the group consisting of: ##STR4## wherein R.sup.6 represents alkyl, R.sup.7 and R.sup.8 independently represent lower alkyl and R.sup.9 and R.sup.
    Type: Grant
    Filed: May 6, 1988
    Date of Patent: June 19, 1990
    Assignees: Shionogi & Co., Ltd., Nitto Kasei Co., Ltd.
    Inventors: Hideyuki Imazaki, Masazumi Fujikawa, Katsuaki Oba, Fusaharu Kumayama, Toshio Takahashi
  • Patent number: 4882446
    Abstract: The invention relates to compounds of the metal dihydrocarbyl-dithiophosphyl-dithiophosphate type, their manufacture and use. These compounds can be represented by the general formula: ##STR1## wherein R is a monovalent substantially hydrocarbon-containing radical of 1 to 30 carbon atoms, X and Y are each a hydrogen atom or a monovalent substantially hydrocarbon-containing radical of 1 to 30 carbon atoms, M is a metal selected from zinc, cadmium, lead and antimony or an oxygen--and/or sulfur--containing molybdenum complex, and n is the valence of said metal M. The compounds according to the invention can be used as additives for lubricants wherein they act as a very efficient wear preventive.
    Type: Grant
    Filed: March 3, 1988
    Date of Patent: November 21, 1989
    Assignee: Institut Francais Du Petrole
    Inventors: Maurice Born, Jacques Lallement, Pierre Marchand, Guy Parc, Nicole Thevenin
  • Patent number: 4789492
    Abstract: Disclosed is a novel sulfidoxymolybdenum dialkylphosphorodithioate represented by the following general formula (I): ##STR1## wherein R stands for a secondary alkyl group having 4 to 30 carbon atoms and four R's may be the same or different, and X stands for O or S and four X's may be the same or different.This compound is very valuable as the lubricant additive.
    Type: Grant
    Filed: March 21, 1986
    Date of Patent: December 6, 1988
    Assignee: Asahi Denka Kogyo K.K.
    Inventors: Shigeru Katsumata, Takuro Handa, Tamiji Kamakura, Noriyoshi Tanaka, Hidekatsu Katoh, Kimiyoshi Namiwa, Yoshikazu Shoji
  • Patent number: 4778906
    Abstract: A process for preparing a zinc dialkyldithiophosphate which comprises reacting phosphorus pentasulfide with an aliphatic monohydric alcohol in the presence of a hydrocarbyl polyol followed by a reaction with a basic zinc salt to produce a stabilized zinc dialkyldithiophosphate is provided.
    Type: Grant
    Filed: August 28, 1986
    Date of Patent: October 18, 1988
    Assignee: Texaco Inc.
    Inventors: Doris Love, Carmen M. Cusano, Joseph B. Biasotti, Harold S. Magaha
  • Patent number: 4774235
    Abstract: A compound of the formula: ##STR1## in which R.sup.1 represents alkyl, cycloalkyl or aralkyl, R* represents fluorophenyl or trifluoromethylphenyl when R.sup.1 is alkyl; R* represents dichlorophenyl, neopentyl, trimethylsilylmethyl, dimethylphenylsilylmethyl or a group of the formula: ##STR2## wherein R.sup.2 represents halogen, trifluoromethyl, lower alkyl or lower alkoxy when R.sup.1 is cycloalkyl; or R* represents 2-thienyl, 3-thienyl, neopentyl, trimethylsilylmethyl, imethylphenylsilylmethyl or a group of the formula: ##STR3## wherein R.sup.3, R.sup.4 and R.sup.5 independently represent hydrogen, halogen, trifluoromethyl, lower alkyl or lower alkoxy when R.sup.1 is aralkyl, m represents 1 or 2, and X represents halogen, imidazolyl, triazolyl, phenylthio or a radical selected from the group consisting of: ##STR4## wherein R.sup.6 represents alkyl, R.sup.7 and R.sup.8 independently represent lower alkyl and R.sup.9 and R.sup.
    Type: Grant
    Filed: August 21, 1986
    Date of Patent: September 27, 1988
    Assignees: Shionogi & Co., Ltd., Nitto Kasei Co., Ltd.
    Inventors: Hideyuki Imazaki, Masazumi Fujikawa, Katsuaki Oba, Fusaharu Kumayama, Toshio Takahashi
  • Patent number: 4766228
    Abstract: The invention relates to compounds of the metal dihydrocarbyl-dithiophosphyl-dithiophosphate type, their manufacture and use. These compounds can be represented by the general formula: ##STR1## wherein R is a monovalent substantially hydrocarbon-containing radical of 1 to 30 carbon atoms, X and Y are each a hydrogen atom or a monovalent substantially hydrocarbon-containing radical of 1 to 30 carbon atoms, M is a metal selected from zinc, cadmium, lead and antimony or an oxygen- and/or sulfur-containing molybdenum complex, and n is the valence of said metal M. The compounds according to the invention can be used as additives for lubricants wherein they act as a very efficient wear preventive.
    Type: Grant
    Filed: September 4, 1986
    Date of Patent: August 23, 1988
    Assignee: Institut Francais du Petrole
    Inventors: Maurice Born, Jacques Lallement, Pierre Marchand, Guy Parc, Nicole Thevenin
  • Patent number: 4729848
    Abstract: Metal salts of alkyl catechol esters of dithiophosphoric acid suitable as additives in oil compositions are disclosed. Oil compositions containing the salts of such esters show improved extreme pressure/anti-wear and anti-oxidant properties.
    Type: Grant
    Filed: September 8, 1986
    Date of Patent: March 8, 1988
    Assignee: Chevron Research Company
    Inventors: Elaine S. Yamaguchi, Thomas V. Liston
  • Patent number: 4681958
    Abstract: This invention relates to neutral complexes of dithioacid vanadium sulfide dimer and to a method of producing the complexes. The 1,1-dithioacid may be a dithiocarbamate, xanthate, dithiophosphate, dithiophosphinate or other similar ligand. The structure is generally of the form ##STR1## where L is a 1,1-dithioacid. The preferred dithioacid is dithiocarbamate. The compositions are suitable for producing hydrotreating catalysts or as a lubricant additive.
    Type: Grant
    Filed: October 15, 1985
    Date of Patent: July 21, 1987
    Assignee: Exxon Research and Engineering Company
    Inventors: Thomas R. Halbert, Edward I. Stiefel
  • Patent number: 4582920
    Abstract: A copper (1) dihydrocarbyl phosphordithioate is made by a method comprising reacting a bis(dihydrocarbyl phosphorothionyl) disulfide with activated copper metal.
    Type: Grant
    Filed: August 21, 1984
    Date of Patent: April 15, 1986
    Assignee: Mobil Oil Corporation
    Inventor: Robert F. Bridger
  • Patent number: 4577037
    Abstract: Precipitation of a mixed zinc dialkyldithiophosphate prepared from a mixture of about 50-80 mole percent of a lower alcohol plus 50-20 mole percent of a higher alcohol may be prevented by the addition to the reaction system used to prepare the mixed zinc composition of from about 0.5 to 2.0 percent by weight of an ammonium salt of an acid.
    Type: Grant
    Filed: February 10, 1984
    Date of Patent: March 18, 1986
    Assignee: Chevron Research
    Inventor: Thomas F. Buckley
  • Patent number: 4559152
    Abstract: Molybdenum salts of organophosphorus acids prepared in the presence of polar solvents are found to have a higher conversion of molybdenum than if otherwise produced. The salts of the invention are useful as lubricating oil additives to reduce friction and corrosion and to decrease fuel consumption in internal combustion engines.
    Type: Grant
    Filed: June 17, 1982
    Date of Patent: December 17, 1985
    Assignee: Texaco Inc.
    Inventor: Raymond C. Schlicht
  • Patent number: 4534872
    Abstract: Metal salts of partially borated, partially phosphosulfurized pentaerythritol and trimethyolpropane based hydroxyl-containing esters are effective as multifunctional additives, reducing friction, inhibiting oxidation and reducing bearing corrosion when incorporated into a variety of lubricating media.
    Type: Grant
    Filed: August 2, 1983
    Date of Patent: August 13, 1985
    Assignee: Mobil Oil Corporation
    Inventors: Andrew G. Horodysky, Joan M. Kaminski