Symmetrical (e.g., Dimethyl Sulfide, Etc.) Patents (Class 568/60)
  • Publication number: 20150005207
    Abstract: Petroleum coke or coal coke is gasified to produce a gas stream containing carbon monoxide, hydrogen, hydrogen sulfide, and optionally ammonia, carbon dioxide, water, and nitrogen. Carbon monoxide, hydrogen, and hydrogen sulfide, and optionally ammonia, carbon dioxide, water, and nitrogen are separated from the gas stream. The separated carbon monoxide and hydrogen are reacted to produce methanol, and the methanol is reacted with the separated hydrogen sulfide to produce dimethyl sulfide.
    Type: Application
    Filed: June 25, 2014
    Publication date: January 1, 2015
    Inventors: Stanley Nemec MILAM, Erik Willem TEGELAAR, John Justin FREEMAN, Richard B. TAYLOR
  • Patent number: 8889731
    Abstract: This invention relates to compositions of one or more compounds that incorporate one or more allyl sulfide, allyl disulfide or allyl polysulfide moieties, or one or more allyl sulfide, allyl disulfide or allyl polysulfide moieties and one or more hydroxyl groups, used in effective amount in formulations, including emulsions, to repel blood-feeding ectoparasitic arthropods, including mosquitoes, and to deter them from landing and feeding when applied to the skin, clothing or environment of animals, including humans. Said compounds can include, but are not limited to, 8-allyl-sulfanyloctan-1-ol. This invention also relates to compositions comprising one or more of said compounds in further combination with other arthropod repellent and deterrent compounds, including vanillin. These compounds may be formulated with inert ingredients to form a liquid, gel, paste, soap, spray, aerosol or powder.
    Type: Grant
    Filed: March 28, 2008
    Date of Patent: November 18, 2014
    Assignee: Contech Enterprises Inc.
    Inventors: Regine M. Gries, Gerhard G. Gries, Grigori Khaskin, Norman Avelino, Cory Campbell
  • Publication number: 20140051891
    Abstract: The invention relates to new processes to prepare low odor dialkyl sulfides, the low odor dialkyl sulfides obtainable by these processes and to methods of using these low odor dialkyl sulfides. Moreover, the invention relates to a process to prepare dialkyl sulfide borane complexes of high purity, the dialkyl sulfide borane complexes obtainable by this process and to a process for enantioselective reductions employing these dialkyl sulfide borane complexes of high purity as reducing agent.
    Type: Application
    Filed: October 18, 2013
    Publication date: February 20, 2014
    Inventors: Elizabeth Burkhardt, Kevin Neigh
  • Patent number: 8586796
    Abstract: The invention relates to new processes to prepare low odor dialkyl sulfides, the low odor dialkyl sulfides obtainable by these processes and to methods of using these low odor dialkyl sulfides. Moreover, the invention relates to a process to prepare dialkyl sulfide borane complexes of high purity, the dialkyl sulfide borane complexes obtainable by this process and to a process for enantioselective reductions employing these dialkyl sulfide borane complexes of high purity as reducing agent.
    Type: Grant
    Filed: July 10, 2009
    Date of Patent: November 19, 2013
    Assignee: BASF SE
    Inventors: Elizabeth Burkhardt, Kevin Neigh
  • Patent number: 8426648
    Abstract: The present invention relates to a hydrogenation catalyst, particularly useful for the hydrogenation of carbon disulphide (CS2) to form methyl mercaptan (CH3SH), and to a preparation method thereof. The present invention also relates to a method for continuously preparing methyl mercaptan by the catalytic hydrogenation of carbon disulphide, with a carbon disulphide conversion rate of 100%, and a methyl mercaptan selectivity of 100%.
    Type: Grant
    Filed: October 22, 2009
    Date of Patent: April 23, 2013
    Assignee: Arkema France
    Inventors: Patrice Barre, Georges Fremy, Andre Lozowski
  • Patent number: 8394897
    Abstract: Provided herein are methods for a vinylidene terminated polyolefin comprising: a. ionizing a polyolefin in the presence of a Lewis acid to form an ionized polyolefin; b. reacting the ionized polyolefin from step (a) with one or more dihydrocarbylmonosulfides; and c. reacting the product of step (b) with one or more proton acceptor compounds. In some embodiments, the dihydrocarbylmonosulfide has the formula: R1—S—R2 wherein R1 and R2 are each, independently, hydrocarbyl.
    Type: Grant
    Filed: March 25, 2008
    Date of Patent: March 12, 2013
    Assignee: Chevron Oronite Company LLC
    Inventor: Casey D. Stokes
  • Publication number: 20110124920
    Abstract: The invention relates to new processes to prepare low odor dialkyl sulfides, the low odor dialkyl sulfides obtainable by these processes and to methods of using these low odor dialkyl sulfides. Moreover, the invention relates to a process to prepare dialkyl sulfide borane complexes of high purity, the dialkyl sulfide borane complexes obtainable by this process and to a process for enantioselective reductions employing these dialkyl sulfide borane complexes of high purity as reducing agent.
    Type: Application
    Filed: July 10, 2009
    Publication date: May 26, 2011
    Applicant: BASF SE
    Inventors: Elizabeth Burkhardt, Kevin Neigh
  • Patent number: 7635424
    Abstract: The mercaptan-laden natural gas is contacted with a mercaptan-adsorbing sieve T1. The mercaptan-rich gaseous effluent obtained upon regeneration of sieve T2 is then contacted with an olefin-containing liquid feed in the presence of an acid catalyst. Under suitable conditions, the mercaptans are absorbed in the liquid feed and they react with the olefins so as to form solvent-soluble sulfides. A solvent regeneration stage allows the capture agent to be recycled.
    Type: Grant
    Filed: January 23, 2007
    Date of Patent: December 22, 2009
    Assignee: Institut Francais du Petrole
    Inventors: Patrick Briot, Renaud Cadours, Sophie Drozdz, Fabrice Lecomte
  • Publication number: 20090069407
    Abstract: This invention relates to compositions of one or more compounds that incorporate one or more allyl sulfide, allyl disulfide or allyl polysulfide moieties, or one or more allyl sulfide, allyl disulfide or allyl polysulfide moieties and one or more hydroxyl groups, used in effective amount in formulations, including emulsions, to repel blood-feeding ectoparasitic arthropods, including mosquitoes, and to deter them from landing and feeding when applied to the skin, clothing or environment of animals, including humans. Said compounds can include, but are not limited to, 8-allyl-sulfanyloctan-1-ol. This invention also relates to compositions comprising one or more of said compounds in further combination with other arthropod repellent and deterrent compounds, including vanillin. These compounds may be formulated with inert ingredients to form a liquid, gel, paste, soap, spray, aerosol or powder.
    Type: Application
    Filed: March 28, 2008
    Publication date: March 12, 2009
    Applicant: PHERO TECH INTERNATIONAL INC.
    Inventors: Regine M. GRIES, Gerhard G. GRIES, Grigori KHASKIN, Norman AVELINO, Cory CAMPBELL
  • Publication number: 20040244641
    Abstract: An active ray curable ink-jet ink composition comprising a photo-induced acid generating agent containing an onium salt which does not generate benzene under active ray radiation, and a photopolymerizable compound containing a compound having an oxetane ring in the molecule.
    Type: Application
    Filed: April 15, 2004
    Publication date: December 9, 2004
    Applicant: KONICA MINOLTA MEDICAL & GRAPHIC, INC.
    Inventors: Toshiyuki Takabayashi, Norio Miura, Masato Nishizeki, Kimihiko Okubo
  • Patent number: 6410793
    Abstract: A method wherein a gas stream containing carbon oxide and hydrogen sulfide is first passed in contact with a catalyst comprising a supported metal oxide of a metal selected from the group consisting of vanadium (V), niobium (Nb), molybdenum (Mo), chromium (Cr), rhenium (Re), tungsten (W), manganese (Mn), titanium (Ti), zirconium (Zr) and tantalum (Ta) and mixtures thereof to convert said carbon oxide and hydrogen sulfide to methyl mercaptans, (primarily methanethiol (CH3SH) and a small amount of dimethyl sulfide (CH3SCH3)), and the gas stream containing the methyl mercaptans are passed in contact with a catalyst comprising a supported metal oxide or a bulk metal oxide in the presence of an oxidizing agent and for a time sufficient to convert at least a portion of the methyl mercaptan to formaldehyde (CH2O), and sulfur dioxide (SO2).
    Type: Grant
    Filed: May 12, 1998
    Date of Patent: June 25, 2002
    Assignee: Lehigh University
    Inventor: Israel E. Wachs
  • Patent number: 6326519
    Abstract: Diallylic sulfides represented by Formula I wherein: R1 and R2 are independently chosen from the group consisting of —CHO, —CH2Cl, —CH2Br, —CH2I, —CH2OH, CH2OSO2CF3, —CH2OSO2Ph, —CH2OSO2C6H4CH3 and —CH2OSO2CH3 and processes for making the same.
    Type: Grant
    Filed: June 4, 2001
    Date of Patent: December 4, 2001
    Inventors: Sangho Koo, Hojin Choi, Minsoo Park, Minkoo Ji
  • Patent number: 5977011
    Abstract: A catalyst for the synthesis of methyl mercaptan from hydrogen sulfide and methanol as well as a process for preparation of the catalyst. The catalyst is an active aluminum oxide onto which 5 to 25% by weight potassium tungstate is deposited as an activator. A two-stage impregnation with intermediate drying produces a catalyst which exhibits distinctly better selectivity for formation of methyl mercaptan than catalysts obtained by single-stage impregnation.
    Type: Grant
    Filed: June 30, 1997
    Date of Patent: November 2, 1999
    Assignee: Degussa Huls
    Inventors: Joerg Sauer, Lukas von Hippel, Dietrich Arntz, Wolfgang Boeck
  • Patent number: 5324858
    Abstract: New sulfurized compounds, their preparation and their use are described. They correspond to the general formula: {[R--S.sub.X --(CH.sub.2).sub.n --].sub.z CH.sub.3-z --(CH.sub.2).sub.P --}.sub.2 S.sub.y, in which R represents a monovalent hydrocarbon radical with 1 to 30 carbon atoms, optionally functionalized; x is a number equal to or greater than 1; z is an integer equal to 1 or 2; when z=1, n is an integer from 0 to 3 and p is an integer from 0 to 3, with n+p being an integer from 0 to 3; when z=2, n is an integer from 1 to 3 and p is an integer from 0 to 3; and y is a number equal to or greater than 1, at last one of the numbers x and y being strictly greater than 1. These sulfurized compounds can be used as extreme-pressure and anti-wear additives in lubricating oils, in particular oils for gear systems and oil for working metals.
    Type: Grant
    Filed: October 28, 1992
    Date of Patent: June 28, 1994
    Assignee: Instiut Francais du Petrole
    Inventors: Ourida Aberkane, Maurice Born, Jean Luc Mielzoszynski, Daniel Paquer, Guy Barc
  • Patent number: 5321163
    Abstract: A multi-purpose distillation column reactor is disclosed which may be used for the production of tertiary amyl methyl ether from the reaction of the isoamylenes contained in a light naphtha with methanol. Two reaction distillation zones are disposed above a stripping section. The stripping, in addition to removing the TAME product, also removes the C.sub.6 and heavier components. The first reaction distillation zone contains a hydrotreating catalyst for removing diolefins and mercaptans. The second distillation reaction zone contains an acid cation exchange resin for the etherification reaction and the entire column serves to fractionate the multiple component reaction system (reacts, inerts, products and contaminants) concurrently with the multiple reactions.
    Type: Grant
    Filed: September 9, 1993
    Date of Patent: June 14, 1994
    Assignee: Chemical Research & Licensing Company
    Inventors: Thomas P. Hickey, John R. Adams
  • Patent number: 5304683
    Abstract: A process for converting at least one alkyl mercaptan to a dialkyl sulfide can be carried out by contacting the alkyl mercaptan, and optionally an alkene, with an alumina catalyst under conditions sufficient to substantially covert the alkyl mercaptan to dialkyl sulfide. For example, ethyl mercaptan can by advantageously fed at a rate of about 0.5 to about 10 parts by weight per part by weight of the catalyst per hour over the catalyst at elevated temperature and pressure to produce diethyl sulfide.
    Type: Grant
    Filed: July 2, 1992
    Date of Patent: April 19, 1994
    Assignee: Phillips Petroleum Company
    Inventor: Willaim E. Sattich
  • Patent number: 5266727
    Abstract: A process for purifying alkyl sulfides by absorption of the organosulfur impurities on an absorbent. The absorber is a copper salt deposited on a high surface area support. The purified alkyl sulfide is useful as an extractant for palladium.
    Type: Grant
    Filed: July 10, 1992
    Date of Patent: November 30, 1993
    Assignee: Chevron Research and Technology Company
    Inventors: Harris E. Kluksdahl, Gary M. H. Lee
  • Patent number: 5105028
    Abstract: Process for preparing one or more hetero-atoms containing hydrocarbons by contacting one or more hydrocarbons with a plasma-generated system derived from a source containing hydrogen atoms(s) and at least one hetero-atom in which process the plasma-generated system in contacted with the hydrocarbon(s) in liquid for and/or in gaseous form under conditions which allow absorption of heat released during the process of preparing said hetero-atom(s) containing hydrocarbons.
    Type: Grant
    Filed: November 29, 1990
    Date of Patent: April 14, 1992
    Assignee: Shell Oil Company
    Inventors: Jacques J. J. Dufour, Laurent Pelsez, Bruno Peltier
  • Patent number: 4964957
    Abstract: A process for preventing the substantial decomposition of an alkyl sulfide compound at high temperatures comprising combining a non-reactive basic compound with the alkyl sulfide compound prior to subjecting the resultant mixture to the high temperatures.
    Type: Grant
    Filed: December 6, 1988
    Date of Patent: October 23, 1990
    Assignee: Phillips Petroleum Company
    Inventors: James E. Shaw, John S. Roberts
  • Patent number: 4822918
    Abstract: Organic sulfur compounds, such as sulfonic acids, sulfonyl halides, sulfonates, sulfonamides, sulfonic acid anhydrides, sulfones, sulfoxides and/or disulfanes, are reduced by a method in which the sulfur compound in the liquid or gas phase is reacted with a hydrocarbon in the presence of carbon at from 100.degree. to 500.degree. C.
    Type: Grant
    Filed: September 4, 1987
    Date of Patent: April 18, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Toni Dockner, Manfred Sauerwald
  • Patent number: 4668825
    Abstract: Methanethiol is produced from a gaseous feed comprising a mixture of H.sub.2 S and CO by contacting said feed with a catalyst comprising rutile titania at a temperature of at least about 225.degree. C.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: May 26, 1987
    Assignee: Exxon Research and Engineering Co.
    Inventors: Charles T. Ratcliffe, Petrus J. Tromp
  • Patent number: 4618722
    Abstract: A process for preparing dihydrocarbyl sulfides comprises the step of simultaneously contacting (a) a dialkyl sulfoxide, preferably dimethyl sulfoxide, with (b) a hydrocarbyl halide, particularly an alkyl or alkenyl bromide, and (c) a metal carboxylate, preferably an alkali metal acetate, under such conditions as will produce at least one alkyl hydrocarbyl sulfide or alkenyl hydrocarbyl sulfide.
    Type: Grant
    Filed: June 10, 1985
    Date of Patent: October 21, 1986
    Assignee: Phillips Petroleum Company
    Inventor: Charles A. Drake
  • Patent number: 4570020
    Abstract: Methanethiol is produced from a gaseous feed comprising a mixture of H.sub.2 S and CO by contacting said feed, at a temperature of at least about 225.degree. C., with a catalyst comprising an oxide of a metal selected from the group consisting of V, Nb, and Ta and mixtures thereof, preferably V, supported on titania and wherein at least a portion, and preferably at least about 25 wt. %, of said supported oxide is in a non-crystalline form.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: February 11, 1986
    Assignee: Exxon Research and Engineering Co.
    Inventors: Charles T. Ratcliffe, Petrus J. Tromp, Israel E. Wachs
  • Patent number: 4568767
    Abstract: A process is provided for the preparation of dialkyl sulfides by reacting alkenes and hydrogen sulfide at elevated temperature in the presence of a Type X, Y or L zeolite containing from about 5 to 15 percent by weight of alkali metal, expresed as Me.sub.2 O (where Me is an alkali metal).
    Type: Grant
    Filed: December 23, 1981
    Date of Patent: February 4, 1986
    Assignee: Pennwalt Corporation
    Inventors: Edward J. Dzierza, Bernard Buchholz
  • Patent number: 4482744
    Abstract: A process is provided wherein methanol is converted over spent shale to products such as mercaptans, disulfides and ethylene.
    Type: Grant
    Filed: November 12, 1982
    Date of Patent: November 13, 1984
    Assignee: Mobil Oil Corporation
    Inventor: Costandi A. Audeh
  • Patent number: 4449005
    Abstract: Aliphatic and cycloaliphatic halogen compounds containing a halogen atom and a hydrogen atom attached to adjacent carbon atoms are dehydrohalogenated to the corresponding unsaturated compounds by contact with a quaternary ammonium fluoride or quaternary phosphonium fluoride.
    Type: Grant
    Filed: August 6, 1982
    Date of Patent: May 15, 1984
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: William R. Hydro, George T. Davis, deceased
  • Patent number: 4449004
    Abstract: A process for preparing organic thioethers of formula R--S--R.sub.1 in which R is an aliphatic, aryl, arylaliphatic or heterocyclic radical and R.sub.1 is an aliphatic or arylaliphatic radical, from organic dithiocarbonates and organic halides or sulphonates, in the presence of an aqueous alkaline base and a phase transfer catalyst, at a temperature of between 50.degree. and 100.degree. C. for a time of 10-60 minutes.
    Type: Grant
    Filed: April 13, 1982
    Date of Patent: May 15, 1984
    Assignee: Consiglio Nazionale Delle Ricerche
    Inventors: Iacopo Degani, Rita Fochi, Valeria Regondi
  • Patent number: 4438282
    Abstract: Sulfides prepared by reacting a sulfoxide with a hydrazine or hydroxylamine derivative or a quaternary salt thereof are useful starting materials for the preparation of drugs, pesticides and dyes.
    Type: Grant
    Filed: June 23, 1982
    Date of Patent: March 20, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Hartmut Lardon, Guenther Seybold
  • Patent number: 4302605
    Abstract: A process is provided for preparing dialkyl sulfides by reacting alkanols and hydrogen sulfide in the presence of a zeolite catalyst that contains a reduced amount of alkali metal cations.
    Type: Grant
    Filed: April 18, 1980
    Date of Patent: November 24, 1981
    Assignee: Pennwalt Corporation
    Inventors: Bernard Buchholz, Edward J. Dzierza
  • Patent number: H223
    Abstract: Articles or structures can be treated to convert mustard gas to divinylsude by coating on said articles or structures a composition containing a transition metal complex of a tetrasulfonated or tetraamino phthalocyanine.
    Type: Grant
    Filed: May 22, 1986
    Date of Patent: March 3, 1987
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: Reginald P. Seiders, J. Richard Ward