Acyclic Patents (Class 568/59)
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Patent number: 10961480Abstract: Compounds having the formula (F-I) below are provided herein: wherein: R1 is a C1-C5000 alkyl group; R2 is (i) a C4-C30 linear alkyl group or (ii) a C4-C5000 branched alkyl having the formula (F-II) below: wherein R5 and R6 at each occurrence are each independently a hydrogen or a C1-C30 linear alkyl group and n is a positive integer, provided however, among all of R5 and R6, at least one is a C1-C30 linear alkyl group; and R7 is a hydrogen or a C1-C30 linear alkyl group; R3 is hydrogen or a C1-C5000 alkyl group; and R4 is a C1-C50 alkyl group or an aromatic group. Processes for preparing compounds of formula (F-I) as well as base stock and lubricant compositions containing compounds of formula (F-I) are also provided.Type: GrantFiled: December 27, 2017Date of Patent: March 30, 2021Assignee: ExxonMobil Chemical Patents Inc.Inventor: Kyle G. Lewis
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Patent number: 9512071Abstract: Compositions comprising branched C10 mercaptans selected from the group consisting of 5-methyl-1-mercapto-nonane, 3-propyl-1-mercapto-heptane, 4-ethyl-1-mercapto-octane, 2-butyl-1-mercapto-hexane, 5-methyl-2-mercapto-nonane, 3-propyl-2-mercapto-heptane, 4-ethyl-2-mercapto-octane, 5-methyl-5-mercapto-nonane, and combinations thereof.Type: GrantFiled: December 28, 2015Date of Patent: December 6, 2016Assignee: Chevron Phillips Chemical Company LPInventors: Michael S. Matson, Jim D. Byers, Jason L. Kreider
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Publication number: 20140221692Abstract: The present invention discloses high pressure flow reactor vessels and associated systems. Also disclosed are processes for producing thiol compounds and sulfide compounds utilizing these flow reactor vessels.Type: ApplicationFiled: February 4, 2013Publication date: August 7, 2014Applicant: Chevron Phillips Chemical Company LPInventors: Eric J. Netemeyer, Michael S. Matson, Greg L. Thomas, Dale M. Solaas, Christopher R. Tully, Joe E. Figard
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Publication number: 20140087986Abstract: A process for producing a high viscosity functionalized metallocene polyalphaolefin (mPAO) fluid. The process includes providing a mPAO having a terminal double bond, said mPAO produced by the metallocene-catalyzed oligomerization or polymerization of an alpha-olefin feed; providing at least one of a substituted or unsubstituted alkyl thiol, aryl thiol, diphenylamine or naphthalene; and reacting, optionally in the presence of a catalyst or initiator, the mPAO having a terminal double bond with at least one of the substituted or unsubstituted alkyl thiol, aryl thiol, diphenylamine or naphthalene, under reaction conditions sufficient to produce the functionalized high viscosity mPAO fluid. The functionalized mPAO fluid has, as synthesized, a viscosity (Kv100) from 135 to 900 cSt at 100° C.; a viscosity index (VI) greater than 150; a pour point (PP) less than ?25° C.; a molecular weight distribution (Mw/Mn) less than 2.0; a residual unsaturation (Bromine Number) less than 2.Type: ApplicationFiled: September 4, 2013Publication date: March 27, 2014Applicant: ExxonMobil Research and Engineering CompanyInventors: Abhimanyu Onkar Patil, Shuji Luo, Satish Bodige
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Patent number: 8609902Abstract: An efficient and highly Markovnikov selective organoactinide-, organolanthanide-, and organozirconium-catalyzed addition of aryl, benzyl, and aliphatic thiols to terminal alkynes is described. The corresponding vinyl sulfides are produced with little or no side-products.Type: GrantFiled: August 13, 2010Date of Patent: December 17, 2013Assignee: Northwestern UniversityInventors: Tobin J. Marks, Charles J. Weiss, Stephen D. Wobser
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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: 8481627Abstract: Disclosed are thioethers, methods for preparing such thioethers, and curable compositions, such as coating and sealant compositions, that include such thioethers. The thioethers can be the reaction product of (a) an alpha, omega dihalo organic compound, (b) a metal hydrosulfide, and (c) a metal hydroxide.Type: GrantFiled: December 13, 2010Date of Patent: July 9, 2013Assignee: PRC DeSoto International, Inc.Inventors: John R. Gilmore, Chandra B. Rao
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Patent number: 8466220Abstract: Disclosed are thioethers, methods for preparing such thioethers, and curable compositions, such as coating and sealant compositions, that include such thioethers. The thioethers can be the reaction product of (a) an alpha, omega dihalo organic compound, (b) a metal hydrosulfide and (c) a metal hydroxide.Type: GrantFiled: March 30, 2010Date of Patent: June 18, 2013Assignee: PRC DeSoto International, IncInventors: Chandra B. Rao, Juexiao Cai, Marfi Ito, John Gilmore
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Publication number: 20130109604Abstract: A composition that includes one or more compounds represented by the formula R1(X)R2 wherein R1 is an alkyl group having from 4 to 40 carbon atoms, R2 is an aliphatic group having from 4 to 20 carbon atoms, an aromatic group having from 6 to 20 carbon atoms, or a cycloaliphatic group having from 5 to 20 carbon atoms, and X is a heteroatom. The composition has a viscosity (Kv100) from 2 to 30 at 100° C., a viscosity index (VI) from 100 to 200, and a Noack volatility of no greater than 20 percent. The disclosure also relates to a process for producing the composition, a lubricating oil base stock and lubricating oil containing the composition, and a method for improving one or more of solubility and dispersancy of polar additives in a lubricating oil by using as the lubricating oil a formulated oil containing the composition.Type: ApplicationFiled: October 25, 2012Publication date: May 2, 2013Applicant: ExonMobil Research and Engineering CompanyInventor: ExxonMobil Research and Engineering Company
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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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Patent number: 8034982Abstract: The use of vinyl sulfides, sulfoxides and sulfones in synthetic chemistry for the production of a wide variety of materials is well known. For example, phenyl vinyl sulfides, sulfoxides and sulfones have been used for the synthesis of important heterocycles, in combinatorial chemistry and as Diels-Alder adducts. Although these compounds have been used extensively for a variety of applications, the isotopically labeled versions have not been reported. A simple route for the isotopically labeled production of these important building blocks has been developed.Type: GrantFiled: February 22, 2008Date of Patent: October 11, 2011Assignee: New Mexico Highlands UniversityInventor: Rodolfo A. Martinez
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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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Publication number: 20110040098Abstract: An efficient and highly Markovnikov selective organoactinide-, organolanthanide-, and organozirconium-catalyzed addition of aryl, benzyl, and aliphatic thiols to terminal alkynes is described. The corresponding vinyl sulfides are produced with little or no side-products.Type: ApplicationFiled: August 13, 2010Publication date: February 17, 2011Inventors: Tobin J. Marks, Charles J. Weiss, Stephen D. Wobser
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Patent number: 7875666Abstract: Disclosed are thioethers, methods for preparing such thioethers, and curable compositions, such as coating and sealant compositions, that include such thioethers. The thioethers can be the reaction product of (a) an alpha, omega dihalo organic compound, (b) a metal hydrosulfide, and (c) a metal hydroxide.Type: GrantFiled: April 24, 2008Date of Patent: January 25, 2011Assignee: PRC-De Soto International, Inc.Inventors: John R. Gilmore, Chandra B. Rao
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Publication number: 20100234633Abstract: The present invention relates to a novel synthesis method for the formation of carbon-sulfur bonds by the reaction of an organic sulfur-indium complex with nucleophile in the presence of a palladium catalyst. The present invention provides a synthesis method to prepare several kinds of organic sulfides which are difficult to be prepared by the conventional synthesis methods. A short reaction time and quantitative yield are the advantages of this method. In addition, several kinds of organic sulfide can be prepared by the selection of nucleophile and organic sulfur-indium complex to be used.Type: ApplicationFiled: October 10, 2008Publication date: September 16, 2010Applicant: KNU-INDUSTRY COOPERATION FOUNDATIONInventor: Phil-ho Lee
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Publication number: 20100222549Abstract: A dechalcogenative method for the preparation of an allylic sulfide comprises contacting an activated chalcogenide of Formula (I) with a thiol of Formula (II) for a period of time sufficient to form an intermediate of Formula (III), and supplying sufficient activation energy to the intermediate of Formula (III), in a suitable solvent, preferably in the absence of a phosphine or other thiophile, to induce a [2,3]-sigmatropic rearrangement therein to form an allylic sulfide of Formula (IV), with concomitant loss of chalcogen Z, as set forth in the following reaction scheme, wherein X is an activating group selected from the group consisting of CN, S-pyridyl, S-heteroaryl, SO2-aryl, and SO3Y; Y is an alkali metal ion; Z is Se or S; R1, R2, R3, R4, and R5 are each independently H or a hydrocarbon moiety; and R is an organic moiety.Type: ApplicationFiled: April 29, 2008Publication date: September 2, 2010Inventors: David Crich, Maheswaran Karatholuvhu, Venkataramanan Krishnamurthy, Thomas K. Hutton, Franck Brebion, Venkataraman Subramanian
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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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Patent number: 7423183Abstract: A process for preparing dihydroxyethylene disulfide by reacting mercaptoethanol with oxygen, in which mercaptoethanol is reacted with oxygen or an oxygenous gas in the presence of ammonia and/or amines using copper salts or manganese salts.Type: GrantFiled: March 31, 2004Date of Patent: September 9, 2008Assignee: Thioplast Chemicals GmbH & Co. KGInventors: Michael Zeitler, Nils Kottner, Manfred Bergfeld
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Patent number: 7304184Abstract: An allyl-containing compound represented by following Formula (3): wherein R2, R3, R4, R5 and R6 may be the same as or different from one another and each represent hydrogen atom or an organic group; R7 represents an organic group; and Y represents oxygen atom or sulfur atom, is produced by reacting an allyl ester compound represented by following Formula (1): wherein R1 represents hydrogen atom or an organic group; and R2, R3, R4, R5 and R6 are as defined above, with a compound represented by following Formula (2): R7—Y—H??(2) wherein R7 is an organic group; and Y is as defined above, in the presence of at least one transition element compound.Type: GrantFiled: February 26, 2004Date of Patent: December 4, 2007Assignee: Daicel Chemical Industries, Ltd.Inventors: Yasutaka Ishii, Takahiro Iwahama, Tatsuya Nakano
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Patent number: 7217843Abstract: A process for selectively making 2-thiols from alpha olefins is described. The process includes contacting a linear or branched alpha olefin having with H2S in the presence of a catalyst and recovering the 2-thiol from a product mixture. The catalyst includes a support and at least one metal selected from Group IIIA-VIIIA and the branched olefin is branched at the 3-position or higher with respect to the olefin double bond. Compositions wherein the 2-thiols are substantially free of 1-thiol and 3-thiol isomers are also described.Type: GrantFiled: April 27, 2005Date of Patent: May 15, 2007Assignee: Chevron Phillips Chemical Company LPInventors: Daniel M. Hasenberg, Mitchell D. Refvik
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Patent number: 7026372Abstract: A composition containing 3,3?-thiobis(propane-1,2-dithiol) and one or more enic compounds which composition is photocurable and can give a cured product having a high refractive index and adequate hardness.Type: GrantFiled: December 2, 2004Date of Patent: April 11, 2006Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Kenji Ishii, Hitoshi Okazaki, Mitsuteru Kondo, Masaaki Takasuka, Motoharu Takeuchi
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Patent number: 6849384Abstract: Photoacid generators comprising sulfonium salt compounds represented by the following general formula (2) wherein R1 and R2 represent each an alkyl group optionally having oxo, or R1 and R2 may be cyclized together to form an alkylene group optionally having oxo; R3, R4 and R5 represent each hydrogen or a linear, branched, monocyclic, polycyclic or crosslinked cyclic alkyl group; and Y? represents a counter ion.Type: GrantFiled: July 23, 2001Date of Patent: February 1, 2005Assignee: NEC CorporationInventors: Shigeyuki Iwasa, Katsumi Maeda, Kaichiro Nakano, Etsuo Hasegawa
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Publication number: 20040210093Abstract: A process for reacting a first component with itself or a second component to produce a third component in which a first material comprising a first component or said first component and a second component is fed to divided wall column having a catalytic distillation structure in at least one of the separate vertical sections of the divided wall column where concurrently: (1) a first component alone or with a second component is contacted with a catalytic distillation structure in a distillation reaction zone thereby catalytically reacting at least a portion of the first component with itself or with the second component to form a product and (2) a first mixture comprising the first component and the product or the first component, the second component and the product; and withdrawing the product from the distillation column reactor; while within the column concurrently with the catalytic reaction and fractionation a second mixture is fractionated, which contains the first component and the product or first aType: ApplicationFiled: May 5, 2004Publication date: October 21, 2004Applicant: CATALYTIC DISTILLATION TECHNOLOGIESInventors: Willibrord A. Groten, Mario J. Maraschino
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Patent number: 6620957Abstract: The invention provides a high-yield method for producing onium salt derivatives useful as agents, such as acid-generators, employed in chemically amplified resists; and to provide novel onium salt derivatives. Reaction of an onium salt derivative containing a halide anion or a carboxylate anion with a sulfonic acid ester derivative or a phosphoric acid derivative provides an onium sulfate derivative or an onium phosphate derivative at high yield.Type: GrantFiled: August 3, 2001Date of Patent: September 16, 2003Assignee: Toyo Gosei Kogyo Co., Ltd.Inventors: Kyoichi Tomita, Shinji Ishii
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Patent number: 6544936Abstract: To manufacture sulphurated products deriving from olefin(s) by sulphurization using sulphur and hydrogen sulphide, the reaction is carried out in the presence of a zeolite.Type: GrantFiled: April 25, 2001Date of Patent: April 8, 2003Assignee: AtofinaInventor: Jean-Francois Devaux
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Patent number: 6472354Abstract: To manufacture sulphurated products derived from olefin(s) by sulphurization using sulphur and hydrogen sulphide, the reaction is carried out in the presence of a solid acid catalyst and of a solid basic catalyst.Type: GrantFiled: April 25, 2001Date of Patent: October 29, 2002Assignee: AtofinaInventors: Piet Luyendijk, Jean-Francois Devaux, Bernard Monguillon
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Patent number: 6451904Abstract: Novel polymer stabilizers are disclosed. The novel stabilizers have the general formula (R)qSn-(MR″-OCH2-R′CH]m-OT)4-q, P-[(OCH2-R′CH)mOT]3′ wherein M is O or S and R″is (CH2)pCO-, CO-(CH3)p, or CO(CH2)p-. About 0.005 to about 65 phr of the stabilizer can be used in a polymer having a halogen-containing repeating unit, such as poly(vinyl chloride), to reduce yellowing of an article made from the polymer after the article has been exposed to gamma radiation.Type: GrantFiled: October 9, 2001Date of Patent: September 17, 2002Assignee: Occidental Chemical CorporationInventors: Qi Wang, Sandor Nagy
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Patent number: 6051740Abstract: A process which can be used to produce an organic disulfide is provided. The process comprises contacting a mercaptan in the presence of an oxygen-containing fluid, a catalyst, optionally a cocatalyst, and further optionally a solvent or a surfactant or combination of a solvent and surfactant under a condition sufficient to oxidize the mercaptan to an organic disulfide.Type: GrantFiled: December 11, 1998Date of Patent: April 18, 2000Assignee: Phillips Petroleum CompanyInventors: Michael S. Matson, Harold J. Swindell
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Patent number: 5919985Abstract: An object is to provide a method for the production of a sulfide group-containing thiol compound which comprises using a solvent capable of effecting the ring-opening addition reaction of an alkylene sulfide to a thiol compound without inducing the alkylene sulfide to polymerize. A method for the production of a sulfide group-containing thiol compound, which comprises effecting the ring-opening addition reaction of an alkylene sulfide represented by the general formula (1): ##STR1## (wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4, which may be identical or different, stand for a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, or an aromatic group of 6 to 15 carbon atoms) to a thiol compound in a solvent of an amide compound or urea substituent-containing compound.Type: GrantFiled: December 9, 1997Date of Patent: July 6, 1999Assignees: Nippon Shokubai Co., Ltd., Elf Atochem SAInventors: Hirokazu Itoh, Kazuaki Abe, Takashi Tomita
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Patent number: 5659106Abstract: Mercaptans and olefins are removed from paraffin-rich feed streams through the use of dual zone catalytic distillation in the substantial absence of hydrogen. The mercaptans are reacted with the olefins using a first catalyst such as a sulphonated resin to form less volatile thioethers removed as part of a net bottoms stream. The remaining olefins are oligomerized in a higher catalyst zone preferably employing a catalyst, such as a dealuminated Y zeolite, having a higher oligomerization activity at the imposed conditions.Type: GrantFiled: June 22, 1995Date of Patent: August 19, 1997Assignee: UOPInventors: Stanley J. Frey, Masami Kojima
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Patent number: 5534634Abstract: Process for preparing trifluoroethyl sulfur compounds from thiolates and 1-chloro-2,2,2-trifluoroethane. The invention relates to the preparation of trifluoroethyl sulfur compounds of the formula RSCH.sub.2 CF.sub.3 by reacting 1-chloro-2,2,2-trifluoroethane CH.sub.2 Cl--CF.sub.3 in a polar aprotic solvent with salts of thiols of the formula RSH, where R can be an alkyl or aryl radical or a heterocyclic radical.Type: GrantFiled: September 29, 1994Date of Patent: July 9, 1996Assignee: Hoechst AGInventors: Wolfgang Appel, Frank Ebmeyer, Tobias Metzenthin, Gunter Siegemund
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Patent number: 5463134Abstract: Contaminants such as mercaptans, oxygenates and olefins are removed from paraffin-rich feed streams through the use of catalytic distillation performed using an acid catalyst such as a sulphonated resin in the substantial absence of hydrogen. The mercaptans are reacted with the olefins to form less volatile thioethers removed as part of a net bottoms stream with the treated paraffins being removed as the overhead stream.Type: GrantFiled: May 4, 1994Date of Patent: October 31, 1995Assignee: UOPInventor: Stanley J. Frey
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Patent number: 5338468Abstract: A procedure for the incorporation of sulfur into olefins which produces a non-staining, low odor, EP-active gear oil additive by reacting an olefin such as isobutylene with elemental sulfur in the presence of an aqueous solution of a strong base such as ammonia.Type: GrantFiled: October 5, 1992Date of Patent: August 16, 1994Assignee: Mobil Oil CorporationInventors: Joseph A. Arvizzigno, Henry Ashjian, Roger P. Napier
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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: 5208357Abstract: There are provided enantiomerically enhanced chiral substituted cyclopentadienyl ligands and compounds thereof, and a process for their making comprising contacting a substituted fulvene or derivative thereof with an enantiomerically enhanced or pure nucleophile having at least one chiral center. There are further provided enantiomerically enhanced chiral organometallic complexes having one or more chiral substituted cyclopentadienyl groups.Type: GrantFiled: December 31, 1990Date of Patent: May 4, 1993Assignee: Exxon Chemical Patents, Inc.Inventor: Eric A. Mintz
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Patent number: 5099054Abstract: In a method of carrying out organic conversions via heterogeneous phase transfer catalysis by contacting immiscible liquid phases containing respective substances capable of interacting, with a solid catalyst to promote the transfer of reactive species from one liquid phase to another, the improvement comprises employing as catalyst a cation exchanged form of a 2:1 layered silicate clay with layer charge densities in the range of above 0.4 to 2.0 containing an onium ion containing one or more alkyl hydrocarbon chains and maintaining the materials in emulsified form by having a sufficient chain length of an alkyl group relative to the charge density of the clay.Type: GrantFiled: February 14, 1991Date of Patent: March 24, 1992Assignee: Michigan State UniversityInventors: Thomas J. Pinnavaia, Chi-Li Lin
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Patent number: 5082945Abstract: The present invention relates to a process for the preparation of perhaloalkylthioethers by bringing a perhaloalkyl halide, preferably a bromide or an iodide, into contact with a disulphide in the presence of zinc and of sulphur dioxide or of a dithionite or of a hydroxymethanesulphinate or of a formate anion and sulphur dioxide.Type: GrantFiled: December 12, 1989Date of Patent: January 21, 1992Assignee: Rhone-Poulenc AgrochimieInventors: Claude Wakselman, Marc Tordeux, Bernard Langlois, Jean-Louis Clavel, Roland Nantermet
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Patent number: 5043268Abstract: Compounds of the formula: ##STR1## in which: R.sup.1 is alkyl of 1 to 3 carbon atoms;R.sup.2 is --COX; wherein X is hydroxy, methyl, amino, thio, H--N--(alkyl of 1 to 3 carbon atoms), N--(alkyl of 1 to 3 carbon atoms).sub.2, or halogen;R.sup.3 is a straight or branched chain alkyl of 10 to 25 carbon atoms, or a straight or branched chain alkene including polyunsaturated alkenes of 10 to 25 carbon atoms; andthe alkali metal, alkaline earth metal, ammonium, and substituted ammonium salts thereof when R.sup.2 is --COOH, are substrates and/or inhibitors specifically for prenyl cysteine methyltransferase enzymes which catalyze the methyl transfer from S-adenosylmethionine to the C-termini of proteins and peptides with prenylated cysteine residus at their C-termini. The compounds, as substrates, are particularly suitable for use in assays for qualitatively or quantitatively detecting the farnesyl cysteine methyltransferase enzymes.Type: GrantFiled: May 4, 1990Date of Patent: August 27, 1991Assignee: The Trustees of Princeton UniversityInventor: Jeffry B. Stock
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Patent number: 5024847Abstract: This invention provides oxygen or sulfur containing compounds possessing fruity, floral, or woody odors. These compounds may be used to fragrance or flavor a variety of consumer products such as tobacco products, foodstuffs, beverages, gums, mouthwashes, toothpastes, cosmetics, pharmaceutical preparations, and medicinal products. The disclosure also provides a process for the preparation of these compounds.Type: GrantFiled: September 18, 1989Date of Patent: June 18, 1991Assignee: BASF K&F CorporationInventors: Philip A. Christenson, Robert G. Eilerman, Paul J. Riker, Brian J. Drake
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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: 4963535Abstract: Cosmetic compositions for cleaning hair, the skin or for removing make-up from the face or from the eyes, containing (a) a foaming surface-active agent, (b) an aqueous, hydroalcoholic or oily carrier and (c) a nonfoaming, nonionic product, poorly soluble in water, of general formula (I):R--O--[C.sub.2 H.sub.3 --CH.sub.2 R.sub.1 --O].sub.p [C.sub.2 H.sub.3 O--CH.sub.2 OH].sub.n H (I)in which R denotes a C.sub.8 -C.sub.20 alkyl radical, R.sub.1 denotes a C.sub.7 -C.sub.17 alkyl radical or an alkoxy radical containing from 8 to 20 carbon atoms, R+R.sub.1 containing from 21 to 31 carbon atoms and preferably from 23 to 27, p denotes the exact value of 1 or a statistical mean value of between 1 and 2, and n denotes a statistical mean value of between 2 and 10 and preferably between 2.5 and 7.The presence of the component (c) improves the compatibility of the foaming surface-active agents (a) with the skin and the mucosa.Type: GrantFiled: February 2, 1988Date of Patent: October 16, 1990Assignee: L'OrealInventors: Henri Sebag, Guy Vanlerberghe
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Patent number: 4927972Abstract: A catalytic process for the production of mercaptans from thioethers, which comprises reacting a thioether, in which the sulfur atom of the thioether function is bonded, on the one hand to a tertiary carbon atom and, on the other hand, to a primary or secondary carbon atom, with hydrogen sulfide in the presence of an appropriate acid catalyst, especially an aluminosilicate or an ion-exchange resin.Type: GrantFiled: December 12, 1988Date of Patent: May 22, 1990Assignee: Societe Nationale Elf Aquitaine (Production)Inventor: Emmanuel F. E. Arretz
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Patent number: 4666711Abstract: The invention relates to non-ionic surface-active agents which correspond to the formula ##STR1## in which R denotes a linear or branched, saturated or unsaturated aliphatic radical containing 4 to 20 carbon atoms, R.sub.1 denotes (1) a, preferably linear, alkyl radical, (2) a linear or branched alkoxymethyl radical or (3) an alkenyloxymethyl radical, the alkyl or alkenyl parts of these radicals containing from 4 to 20 carbon atoms,and Z denotes a polyether linkage corresponding to the formula ##STR2## in which n denotes an average statistical value of 2 to 20 and A denotes (a) the group OH,(b) the group ##STR3## in which u denotes 0 or 1, or (c) the group ##STR4## in which u dentoes 0 or 1, the radicals R and R.sub.1 containing a total of 12 to 38 carbon atoms, as well as to the derivatives of the above compounds which result from the reaction of ethylene oxide or glycidol with the OH groups.Type: GrantFiled: September 18, 1985Date of Patent: May 19, 1987Assignee: L'OrealInventors: Guy Vanlerberghe, Henri Sebag
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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: 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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Flavoring with dialkylthioalkenes, dialkylthioalkylcycloalkenes and monoalkylthioalkenylcycloalkenes
Patent number: 4565707Abstract: Described are dialkylthioalkenes, dialkylthioalkylcycloalkenes and monoalkylthioalkenylcycloalkenes defined according to the generic structure: ##STR1## as well as the genus defined according to the structure: ##STR2## wherein R represents C.sub.6 -C.sub.11 alkenyl or cycloalkenylalkyl; and wherein R.sub.2 represents C.sub.1 -C.sub.3 alkyl and R.sub.3 is C.sub.1 -C.sub.3 alkyl and organoleptic uses thereof in augmenting or enhancing the aroma or taste of foodstuffs, chewing gums, toothpastes or medicinal products.Type: GrantFiled: May 8, 1985Date of Patent: January 21, 1986Assignee: International Flavors & Fragrances Inc.Inventors: Alan O. Pittet, Ranya Muralidhara, Kevin P. Miller, Domenick Luccarelli, Jr., Manfred H. Vock -
Patent number: 4564476Abstract: Aryl fatty acid compounds of the formula (I) ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, X, and Y are as defined herein are novel and useful in the treatment of allergic and inflammatory disorders.Type: GrantFiled: October 29, 1984Date of Patent: January 14, 1986Assignee: McNeilab, Inc.Inventor: Chih Y. Ho