Preparing By Reacting A Thiol Or Mercaptide (i.e., Reactant Contains -sh Or -sm Where M Is A Group Ia Or Iia Light Metal) Patents (Class 568/26)
  • Patent number: 5294743
    Abstract: The alkyl groups of dialkyl trisulfides are exchanged with the alkyl groups of mercaptans by reacting a tertiary dialkyl trisulfide with an alkyl mercaptan having a greater number of carbon atoms in its alkyl group than said trisulfide in the presence of an acidic or basic type catalyst for a time and a temperature sufficient to produce a dialkyl trisulfide having at least one transferred alkyl group from said mercaptan.
    Type: Grant
    Filed: March 9, 1993
    Date of Patent: March 15, 1994
    Assignee: Elf Atochem North America, Inc.
    Inventor: Stanley R. Sandler
  • Patent number: 5250737
    Abstract: A method for preparing an essentially chlorine free additive mixture for oleaginous fluids containing less than 15 wt. % dialkyl higher-polysulfides, the process comprising: a) forming a reaction mass comprising olefin, a sulfur source, and a catalyst; b) heating the reaction mass to a temperature and for a period of time which is sufficient to form a mixture of olefin, alkyl mercaptan, dialkyl disulfide, dialkyl trisulfide and dialkyl higher-polysulfides; and c) refluxing the reaction mass obtained in (b) at a temperature and for a period of time which are sufficient to convert at least a portion of the dialkyl higher-polysulfides to dialkyl trisulfide so as to obtain the additive mixture containing less than 15 wt. % dialkyl higher-polysulfides.
    Type: Grant
    Filed: January 31, 1992
    Date of Patent: October 5, 1993
    Assignee: Ethyl Corporation
    Inventor: Nubar Ozbalik
  • Patent number: 5232623
    Abstract: A composition comprising a base and an alkoxylated compound selected from an alkoxylated alcohol and alkoxylated mercaptan is disclosed. The composition can be used to catalyze the reaction of a mercaptan and an elemental sulfur to produce a polysulfide compound. The polysulfide compound can be further treated with an alkylene oxide to reduce the mercaptan sulfur content of the polysulfide compound.
    Type: Grant
    Filed: August 17, 1992
    Date of Patent: August 3, 1993
    Assignee: Phillips Petroleum Company
    Inventor: James E. Shaw
  • Patent number: 5206439
    Abstract: Product from the reaction of mercaptan with sulfur in the presence of a basic catalyst is treated by contacting with an alcohol-based solution containing an oxidizing agent and an inorganic basic catalyst followed by the recovery of a purified polysulfide product.
    Type: Grant
    Filed: January 27, 1992
    Date of Patent: April 27, 1993
    Assignee: Phillips Petroleum Company
    Inventor: James E. Shaw
  • Patent number: 5202494
    Abstract: Process and apparatus for continuous production of disulfides by reacting at least one mercaptan and oxygen in the presence of a suitable catalyst selected from the group consisting of an alkaline earth metal oxide alone or in combination with an alkali metal oxide, on a refractory support, or a basic form of macroreticular polystyrene-divinyl benzene copolymer.
    Type: Grant
    Filed: May 31, 1990
    Date of Patent: April 13, 1993
    Assignee: Phillips Petroleum Company
    Inventors: John S. Roberts, Harold R. Hunt, Charles A. Drake
  • Patent number: 5155275
    Abstract: This invention relates to a process for preparing polysulfide product generally containing an average of 3 to 6 sulfur atoms in high yield which degrades minimally over extended time periods. Minimal degradation is accomplished by a unique treatment process wherein chemical species, most notably unreacted mercaptans and catalysts which apparently promote degradation, are selectively removed from the polysulfide crude product.
    Type: Grant
    Filed: August 21, 1991
    Date of Patent: October 13, 1992
    Assignee: Phillips Petroleum Company
    Inventor: James E. Shaw
  • Patent number: 5146000
    Abstract: Hydrocarbyl mercaptan is reacted with sulfur in the presence of added alumina catalyst. With tertiary alkyl mercaptans high yields of di-tert-alkyl trisulfides are formed with excellent selectivity. With primary alkyl mercaptans the process can be controlled to form products enriched in either dialkyl disulfides or dialkyl trisulfides, and in either case little or no tetrasulfides are formed. The process is environmentally friendly in that halogen-containing reactants such as sulfur chlorides are not used and thus the products are not contaminated with significant amounts of halogen residues.
    Type: Grant
    Filed: March 25, 1991
    Date of Patent: September 8, 1992
    Assignee: Ethyl Corporation
    Inventor: Nubar Ozbalik
  • Patent number: 5133889
    Abstract: Described are polysulfurized olefin compositions defined as being prepared by reaction of sulfur monochloride and/or dichloride with at least one monoolefin with 6 to 12 carbon atoms to form an addition product (or "adduct"), then by reaction of said adduct with a mercaptate or mercaptate-polysulfide of an alkaline metal or ammonium, itself obtained, for example, by reaction of a mercaptan with an alkaline hydroxide or with ammonia then, if need be, with sulfur, preferably in an alcoholic medium. These polysulfurized olefin compositions can be used as extreme-pressure additives in gearing oils or in oils for use in metal-working.
    Type: Grant
    Filed: December 2, 1988
    Date of Patent: July 28, 1992
    Assignee: Institut Francais du Petrole
    Inventors: Maurice Born, Lucienne Briquet, Jacques Lallement, Guy Parc
  • Patent number: 5068408
    Abstract: A process for oxidizing an organic compound selected from an aliphatic, aromatic, aliphatic/aromatic, cycloaliphatic and heterocyclic alcohol, thiol, sulfide, aldehyde, amine, amide, ketone, acid, ether, ester, and organic compounds containing an activated carbon-carbon double bond, which process comprises contacting said organic compound dissolved in an organic solvent with a hypochlorous acid solution.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: November 26, 1991
    Assignee: Olin Corporation
    Inventors: Robert J. Raynor, Budd L. Duncan
  • Patent number: 5068445
    Abstract: The invention relates to the preparation of organic disulphides and polysulphides by the action of sulphur on a mercaptan or on a polysulphide which is lower in sulphur, in the presence of a basic catalyst.In the process according to the invention, an anion exchange resin is used as catalyst.
    Type: Grant
    Filed: April 3, 1989
    Date of Patent: November 26, 1991
    Assignee: Societe Nationale Elf Aquitaine (Production)
    Inventor: Emmanuel Arretz
  • Patent number: 5062977
    Abstract: This invention relates to additives to lubricants with antiwear and extreme-pressure effect consisting of asymmetric dihydrocarbyl polysulphides containing a hydrocarbyl polysulphide group R-S.sub.x - in a vicinal position of a secondary or tertiary alcohol, and to lubricating compositions containing these additives. The additives are prepared by reaction of a basic salt of a hydrocarbyl (poly)sulphide either with a compound containing at least one epoxy group or with an alpha-hydroxylated organic thiosulphate.
    Type: Grant
    Filed: May 14, 1990
    Date of Patent: November 5, 1991
    Assignee: Elf France
    Inventors: Laurent Germanaud, Patrick Azorin, Lhopital Michel
  • Patent number: 5045221
    Abstract: Polysulphurized olefin compositions used as additives for gear oils, cutting oils, and as sulphurizing agents in organic media are obtained by a process comprising:a stage (1) in which at least one compound chosen from among sulphur dichloride and monochloride is reacted with at least one aliphatic monpolefin with 2 to 12 carbon atoms, thus forming an adduct;a stage (2) in which sulphurized hydrogen and at least one mercaptan is reacted with ammonium or alkali metal hydroxide dissolved in at least one aliphatic monoalcohol with 1 to 4 carbon atoms, which is substantially anhydrous, so as to give an alcoholic solution;a stage (3) in which contacting takes place between the adduct obtained in stage (1) and the alcoholic solution obtained in stage (2);a stage (4), in which the resulting mixture is heated and then the aliphatic monoalcohol is eliminated by distillation, while adding water in a quantity adequate for maintaining in solution the reagents and the mineral products formed during the reaction; anda stag
    Type: Grant
    Filed: September 7, 1989
    Date of Patent: September 3, 1991
    Assignee: Istitut Francais Du Petrole
    Inventors: Maurice Born, Lucienne Briquet, Jacques Lallement, Guy Parc
  • Patent number: 5026915
    Abstract: A continuous process is disclosed for preparing dialkyl disulfides by reacting an alkyl alcohol and hydrogen sulfide in one reaction zone, and then passing the reactor effluent into a second reaction zone where it is reacted with elemental sulfur in the presence of a solid, particulate catalyst.
    Type: Grant
    Filed: March 16, 1990
    Date of Patent: June 25, 1991
    Assignee: Atochem North America, Inc.
    Inventors: Bernard Buchholz, Edward J. Dzierza, John R. Baltrus
  • Patent number: 5011956
    Abstract: Colloidal suspensions of charged polymer particles containing charged metal complexes are prepared from charged polymer colloids by ion exchange. The charged polymer latex particles containing the metal complex are characterized as ranging from about 0.01 to 1.5 micrometers in diameter and containing from about 0.01 to 3.0 millimoles of metal complex per gram of dry polymer and are useful for catalysis of chemical reactions in aqueous dispersions.
    Type: Grant
    Filed: July 6, 1989
    Date of Patent: April 30, 1991
    Inventors: Warren T. Ford, Rama S. Chandran, Mahmoud Hassanein, Hayrettin Turk
  • Patent number: 5001269
    Abstract: The invention relates to the production of dialkyl disulphides of the R-SS-R type where R represents an alkyl radical having from 1 to 3 carbon atoms, by oxidation of the corresponding alkyl mercaptan R--SH by sulphur in the presence of a catalyst.A combination of an alkyl mercantap R'--SH with an alkylene oxide and an alkaline base is used as catalyst, R' representing an alkyl radical having from 6 to 18 carbon atoms.This catalyst enables a lower dialkyl disulphide of excellent quality to be obtained (absence of amine and coloration).
    Type: Grant
    Filed: April 3, 1989
    Date of Patent: March 19, 1991
    Assignee: Societe Nationale Elf Aquitaine (Production)
    Inventors: Henri Gongora, Yves Darche
  • Patent number: 4990675
    Abstract: A process for the production of diorganodisulfides by oxidation of meraptans in which the mercaptan is reacted with a halogen compound capable of releasing at least one halogen atom and taking up a hydrogen atom instead, the reaction being carried out at 0.degree. to 100.degree. C. in the presence of base and, optionally, a phase transfer catalyst.
    Type: Grant
    Filed: April 12, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Sauerbier, Karl Nutzel, Kurt Schilling
  • Patent number: 4937385
    Abstract: A process is disclosed for continuously preparing dialkyl disulfides and dialkyl polysulfides by reacting at elevated temperature and in the presence of a solid, particulate catalyst an alkene and hydrogen sulfide in a first reaction zone, and then passing the reactor effluent into a second reaction zone where it is reacted at elevated temperature with molten, elemental sulfur in the presence of a solid, particulate catalyst.
    Type: Grant
    Filed: May 18, 1988
    Date of Patent: June 26, 1990
    Assignee: Pennwalt Corporation
    Inventors: Bernard Buchholz, Edward J. Dzierza, Robert B. Hager
  • Patent number: 4933481
    Abstract: The invention relates to the production of organic polysulphides by the action of sulphur on a mercaptan.According to the invention, the process is carried out in the presence of a thioxanthate formed separately or in situ by combination of carbon disulphide with a mercaptide.
    Type: Grant
    Filed: July 27, 1989
    Date of Patent: June 12, 1990
    Assignee: Societe Nationale Elf Aquitaine (Production)
    Inventors: Yannick Vallee, Yves Labat
  • Patent number: 4902438
    Abstract: Compounds suitable for use as EP/AW additives in lubricating oil compositions which compounds have the formula: ##STR1## wherein X is independently either a carboxylic acid group, a carboxylic acid ester group, a hydroxyl group or the group YZ wherein Z=X and Y is either an alkylene, aralkylene or cycloalkene group,R.sup.1 is an aliphatic hydrocarbyl group, andR.sup.2 is either hydrogen, a hydrocarbyl group or the group YZ.
    Type: Grant
    Filed: May 5, 1988
    Date of Patent: February 20, 1990
    Assignee: Bp Chemicals Limited
    Inventor: Sean P. O'Connor
  • Patent number: 4876389
    Abstract: Process for the production of organic polysulphides of the type R--S.sub.n --R, where R is a hydrocarbon group and n a number from 2 to 8, by heating one or more mercaptans with sulphur, in the presence of a catalyst; the catalyst consists of the combination of a mercaptan with an alkene oxide and an alkaline base.
    Type: Grant
    Filed: November 27, 1987
    Date of Patent: October 24, 1989
    Assignee: Societe Nationale Elf Aquitaine (Production)
    Inventors: Henri Gongora, Yves Darche
  • Patent number: 4868336
    Abstract: A method for preparing disulfides comprising combining at least one mercaptan of the general formula R-SH wherein R is selected from the group consisting of an alkyl, aryl, aralkyl, cycloalkyl, arylcycloalkyl radical, and mixtures thereof; at least one oxidizing agent; at least one aqueous base; at least one oxygen containing water miscible organic compound; and at least one divalent transition metal carboxylic acid salt and/or divalent transition metal sulfate salt.
    Type: Grant
    Filed: November 20, 1987
    Date of Patent: September 19, 1989
    Assignee: Phillips Petroleum Company
    Inventor: Stewart H. Presnall
  • Patent number: 4827040
    Abstract: The polysulphide is heated with a substance capable of dissolving elemental sulphur. After cooling, the polysulphide reduced to a lower numbver of S atoms is separated from the substance, which can be recovered.An important use consists in converting the polysulphide to the form of dimethyl disulphide, the solvent used for the dissolution of sulphur deposited in conduits, particularly those used for natural gas.
    Type: Grant
    Filed: March 24, 1986
    Date of Patent: May 2, 1989
    Assignee: Societe Nationale Elf Aquitaine (Production)
    Inventors: Yves Labat, Guy Desgrandchamps
  • Patent number: 4727105
    Abstract: There is disclosed a compound having the structureA--S--X--S--A' Iwherein A and A' are radicals independently selected from the group consisting of the following structures: ##STR1## wherein R.sub.1 and R.sub.2 are tertiary alkyl radicals having 4 to 8, preferably 4 to 6 carbon atoms, n is a whole number of 1 to 8, R.sub.3 and R.sub.4 are the same or different radicals selected from the group consisting of hydrogen and alkyl radicals having 1 to 18 carbon atoms, R.sub.5 is hydrogen or methyl and Z is --O-- or ##STR2## A' can also be hydrogen; and X is a divalent oligomeric segmer having the structure: ##STR3## wherein m ranges from an average of 4 to about 24. There is also disclosed a polymeric cmposition comprising a polymer susceptible to the degradative effects of oxidation having incorporated therein an antidegradant amount of a compound of Structure I.
    Type: Grant
    Filed: January 25, 1985
    Date of Patent: February 23, 1988
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Roger J. Hopper
  • Patent number: 4700004
    Abstract: A catalyst system consisting essentially of a cobalt salt of a carboxylic acid, an alkali or alkaline earth metal hydroxide, and an alkanol is set forth and has been employed to oxidize a mercaptan to a disulfide.
    Type: Grant
    Filed: March 6, 1984
    Date of Patent: October 13, 1987
    Assignee: Phillips Petroleum Company
    Inventors: Gary D. Macdonell, Donald H. Kubicek
  • Patent number: 4670602
    Abstract: There are disclosed a method and apparatus for effecting a chemical reaction. There is provided an aspirator-mixer or zone to which the reaction mass is pumped to activate the same and into which another reactant is furnished and from which admixed reaction mass and reactant are discharged into a reaction zone in which the concentration or proportion of a vaporous or gaseous reactant is maintained at a level as desired by sucking therefrom into the suction side of the aspirator-mixer or zone any excess of such reactant. In one embodiment, a mercaptan is oxidized to corresponding disulfides with oxygen and the oxygen level in the reaction zone is maintained as desired by sucking off into the suction side of the aspirator-mixer any oxygen in the reaction zone in excess of that desired therein.
    Type: Grant
    Filed: August 23, 1984
    Date of Patent: June 2, 1987
    Assignee: Phillips Petroleum Co.
    Inventor: Rector P. Louthan
  • Patent number: 4564709
    Abstract: Dialkyl-trisulfides having a minimum grade of copper-strip corrosivity which are suitable as extreme-pressure additives, are produced at high selectivity by reacting alkyl-mercaptans and sulfur at a quantitative ratio in a range of 0.5 to 1.0 gram atom of sulfur to 1 mol of alkyl-mercaptan in the presence of magnesium oxide as catalyst.
    Type: Grant
    Filed: October 7, 1983
    Date of Patent: January 14, 1986
    Assignee: Pennwalt Corporation
    Inventors: Yuichiro Koyama, Hiroshi Nakazawa, Toshiaki Yamashita, Hitoshi Moriyama
  • Patent number: 4288627
    Abstract: A thiol is oxidized to a corresponding disulfide employing a supported cobalt molybdate catalyst in combination with a liquid tertiary amine. 2-propanethiol is converted to diisopropyl disulfide with conversions of the order of 94% and selectivities of the order of 98%.
    Type: Grant
    Filed: February 12, 1980
    Date of Patent: September 8, 1981
    Assignee: Phillips Petroleum Company
    Inventor: Donald H. Kubicek
  • Patent number: 4277623
    Abstract: An alkane and/or cycloalkane thiol is converted to disulfide with oxygen or air in presence of a catalyst system comprising a cobalt molybdate-alkali metal- and/or an alkaline earth metal hydroxide. A solvent, e.g., an alcohol or an alcohol-water mixture is employed. In one embodiment, 2-methyl-2-propane thiol (tertiary-butyl mercaptan) is converted.
    Type: Grant
    Filed: August 17, 1979
    Date of Patent: July 7, 1981
    Assignee: Phillips Petroleum Company
    Inventor: Donald H. Kubicek
  • Patent number: 4218332
    Abstract: A novel class of compounds has been prepared comprising the tetrasulfides of C.sub.18 hydrocarbons, C.sub.18 fatty acids, and C.sub.18 fatty and alkyl and triglyceride esters. These tetrasulfides are useful as extreme pressure lubricant additives and show potential as replacements for sulfurized sperm whale oil.
    Type: Grant
    Filed: March 20, 1979
    Date of Patent: August 19, 1980
    Assignee: The United States of America as represented by the Secretary of Agriculture
    Inventors: Arthur W. Schwab, Lyle E. Gast, Harold E. Kenney