Symmetrical (e.g., Dimethyl Sulfide, Etc.) Patents (Class 568/60)
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Publication number: 20150005207Abstract: 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: ApplicationFiled: June 25, 2014Publication date: January 1, 2015Inventors: Stanley Nemec MILAM, Erik Willem TEGELAAR, John Justin FREEMAN, Richard B. TAYLOR
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Patent number: 8889731Abstract: 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: GrantFiled: March 28, 2008Date of Patent: November 18, 2014Assignee: Contech Enterprises Inc.Inventors: Regine M. Gries, Gerhard G. Gries, Grigori Khaskin, Norman Avelino, Cory Campbell
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Publication number: 20140051891Abstract: 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: ApplicationFiled: October 18, 2013Publication date: February 20, 2014Inventors: Elizabeth Burkhardt, Kevin Neigh
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Patent number: 8586796Abstract: 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: GrantFiled: July 10, 2009Date of Patent: November 19, 2013Assignee: BASF SEInventors: Elizabeth Burkhardt, Kevin Neigh
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Patent number: 8426648Abstract: 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: GrantFiled: October 22, 2009Date of Patent: April 23, 2013Assignee: Arkema FranceInventors: Patrice Barre, Georges Fremy, Andre Lozowski
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Patent number: 8394897Abstract: 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: GrantFiled: March 25, 2008Date of Patent: March 12, 2013Assignee: Chevron Oronite Company LLCInventor: Casey D. Stokes
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Publication number: 20110124920Abstract: 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: ApplicationFiled: July 10, 2009Publication date: May 26, 2011Applicant: BASF SEInventors: Elizabeth Burkhardt, Kevin Neigh
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Patent number: 7635424Abstract: 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: GrantFiled: January 23, 2007Date of Patent: December 22, 2009Assignee: Institut Francais du PetroleInventors: Patrick Briot, Renaud Cadours, Sophie Drozdz, Fabrice Lecomte
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Publication number: 20090069407Abstract: 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: ApplicationFiled: March 28, 2008Publication date: March 12, 2009Applicant: PHERO TECH INTERNATIONAL INC.Inventors: Regine M. GRIES, Gerhard G. GRIES, Grigori KHASKIN, Norman AVELINO, Cory CAMPBELL
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Publication number: 20040244641Abstract: 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: ApplicationFiled: April 15, 2004Publication date: December 9, 2004Applicant: KONICA MINOLTA MEDICAL & GRAPHIC, INC.Inventors: Toshiyuki Takabayashi, Norio Miura, Masato Nishizeki, Kimihiko Okubo
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Patent number: 6410793Abstract: 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: GrantFiled: May 12, 1998Date of Patent: June 25, 2002Assignee: Lehigh UniversityInventor: Israel E. Wachs
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Patent number: 6326519Abstract: 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: GrantFiled: June 4, 2001Date of Patent: December 4, 2001Inventors: Sangho Koo, Hojin Choi, Minsoo Park, Minkoo Ji
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Patent number: 5977011Abstract: 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: GrantFiled: June 30, 1997Date of Patent: November 2, 1999Assignee: Degussa HulsInventors: Joerg Sauer, Lukas von Hippel, Dietrich Arntz, Wolfgang Boeck
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Patent number: 5324858Abstract: 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: GrantFiled: October 28, 1992Date of Patent: June 28, 1994Assignee: Instiut Francais du PetroleInventors: Ourida Aberkane, Maurice Born, Jean Luc Mielzoszynski, Daniel Paquer, Guy Barc
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Patent number: 5321163Abstract: 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: GrantFiled: September 9, 1993Date of Patent: June 14, 1994Assignee: Chemical Research & Licensing CompanyInventors: Thomas P. Hickey, John R. Adams
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Patent number: 5304683Abstract: 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: GrantFiled: July 2, 1992Date of Patent: April 19, 1994Assignee: Phillips Petroleum CompanyInventor: Willaim E. Sattich
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Patent number: 5266727Abstract: 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: GrantFiled: July 10, 1992Date of Patent: November 30, 1993Assignee: Chevron Research and Technology CompanyInventors: Harris E. Kluksdahl, Gary M. H. Lee
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Patent number: 5105028Abstract: 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: GrantFiled: November 29, 1990Date of Patent: April 14, 1992Assignee: Shell Oil CompanyInventors: Jacques J. J. Dufour, Laurent Pelsez, Bruno Peltier
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Patent number: 4964957Abstract: 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: GrantFiled: December 6, 1988Date of Patent: October 23, 1990Assignee: Phillips Petroleum CompanyInventors: James E. Shaw, John S. Roberts
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Patent number: 4822918Abstract: 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: GrantFiled: September 4, 1987Date of Patent: April 18, 1989Assignee: BASF AktiengesellschaftInventors: Toni Dockner, Manfred Sauerwald
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Patent number: 4668825Abstract: 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: GrantFiled: June 29, 1984Date of Patent: May 26, 1987Assignee: Exxon Research and Engineering Co.Inventors: Charles T. Ratcliffe, Petrus J. Tromp
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Patent number: 4618722Abstract: 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: GrantFiled: June 10, 1985Date of Patent: October 21, 1986Assignee: Phillips Petroleum CompanyInventor: Charles A. Drake
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Patent number: 4570020Abstract: 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: GrantFiled: June 29, 1984Date of Patent: February 11, 1986Assignee: Exxon Research and Engineering Co.Inventors: Charles T. Ratcliffe, Petrus J. Tromp, Israel E. Wachs
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Patent number: 4568767Abstract: 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: GrantFiled: December 23, 1981Date of Patent: February 4, 1986Assignee: Pennwalt CorporationInventors: Edward J. Dzierza, Bernard Buchholz
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Patent number: 4482744Abstract: A process is provided wherein methanol is converted over spent shale to products such as mercaptans, disulfides and ethylene.Type: GrantFiled: November 12, 1982Date of Patent: November 13, 1984Assignee: Mobil Oil CorporationInventor: Costandi A. Audeh
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Patent number: 4449004Abstract: 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: GrantFiled: April 13, 1982Date of Patent: May 15, 1984Assignee: Consiglio Nazionale Delle RicercheInventors: Iacopo Degani, Rita Fochi, Valeria Regondi
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Patent number: 4449005Abstract: 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: GrantFiled: August 6, 1982Date of Patent: May 15, 1984Assignee: The United States of America as represented by the Secretary of the ArmyInventors: William R. Hydro, George T. Davis, deceased
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Patent number: 4438282Abstract: 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: GrantFiled: June 23, 1982Date of Patent: March 20, 1984Assignee: BASF AktiengesellschaftInventors: Hartmut Lardon, Guenther Seybold
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Patent number: 4302605Abstract: 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: GrantFiled: April 18, 1980Date of Patent: November 24, 1981Assignee: Pennwalt CorporationInventors: Bernard Buchholz, Edward J. Dzierza
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Patent number: H223Abstract: 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: GrantFiled: May 22, 1986Date of Patent: March 3, 1987Assignee: The United States of America as represented by the Secretary of the ArmyInventors: Reginald P. Seiders, J. Richard Ward