Esters Having The -x-c(=x)x- Group, Wherein The X's Are The Same Or Diverse Chalcogens And At Least One X Is Sulfur, And Wherein One Of The Single Bonded X's Is Bonded Directly To Carbon, Which Carbon May Be Single Bonded To Any Atom, But May Be Multiple Bonded Only To Carbon (e.g., Thiocarbonates, Etc.) Patents (Class 558/243)
- Nitrogen or chalcogen attached indirectly to the -S-C(=S)O- group by acyclic nonionic bonding (Class 558/246)
- Alkyl and hydrogen bonded directly to the -S-C(=S)O- group, wherein the hydrogen may be replaced by substituted or unsubstituted ammonium or by a Group IA or IIA light metal (e.g., sodium ethyl xanthate, etc.) (Class 558/247)
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Patent number: 11692054Abstract: A composition for seeded polymerization includes: a seed copolymer which has a compound having dithioate, a mercaptan compound, a first aromatic vinyl monomer, and a first conjugated diene monomer, and has an average particle diameter of 10-30 nm; a second aromatic vinyl monomer; and a second conjugated diene monomer.Type: GrantFiled: October 23, 2019Date of Patent: July 4, 2023Assignee: Korea Kumho Petrochemical Co., Ltd.Inventors: Du Seong Ahn, Gwanghoon Kwag, Jae Kon Suh
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Publication number: 20140303391Abstract: Monomers having a C-B-A-B-C structure are disclosed, where A is a core of either trithiocarbonate and allyl sulfide, where B are linker units, and where C are end units. The end units may comprise acrylates, methacrylates, alcohol(s), amine(s), and alkynes, among others. The linker units may include an alkane, alkene, phenyl, diphenyl, or benzylic group, among others. Methods of synthesizing such compounds are also disclosed.Type: ApplicationFiled: April 7, 2014Publication date: October 9, 2014Inventors: Christopher R. Fenoli, Christopher N. Bowman
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Patent number: 8791286Abstract: The present invention provides a low cost technique for synthesizing substituted trithiocarbonates and derivates thereof, by a one-step process which does not require solvent washes or re-crystallization steps, and results in practical yields more than double that of processes disclosed in the prior art.Type: GrantFiled: August 4, 2008Date of Patent: July 29, 2014Assignee: The Lubrizol CorporationInventors: Richard Yodice, John R. Johnson, Ross L. Beebe, Anthony J. Brzytwa, Christopher D. Hilker
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Patent number: 8492576Abstract: Carboxylate terminated thiocarbonates are reacted with a polyfunctional alcohol to form a hydroxyl-terminated thiocarbonate compound.Type: GrantFiled: June 4, 2009Date of Patent: July 23, 2013Assignee: Lubrizol Advanced Materials, Inc.Inventors: John Ta-Yuan Lai, Ronald P. Shea
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Patent number: 8470750Abstract: The invention relates to novel sulphur compounds, to the production thereof by a method carried out in an aqueous medium and the use thereof in the form of transfer agents in a method for controlled radical polymerization of acrylic acid and/or acrylic acid with water-soluble monomers in water. The thus obtained polymers are usable in the form of dispersing agents or grinding aid agents and/or aid agents for combined grinding of mineral materials in an aqueous suspension and in the form of dispersing agents directly incorporated into aqueous formulations containing mineral materials.Type: GrantFiled: June 19, 2012Date of Patent: June 25, 2013Assignee: Coatex S.A.SInventors: Jean-Marc Suau, Christian Jacquemet
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Patent number: 8227633Abstract: The invention relates to novel sulphur compounds, to the production thereof by a method carried out in an aqueous medium and the use thereof in the form of transfer agents in a method for controlled radical polymerization of acrylic acid and/or acrylic acid with water-soluble monomers in water. The thus obtained polymers are usable in the form of dispersing agents or grinding aid agents and/or aid agents for combined grinding of mineral materials in an aqueous suspension and in the form of dispersing agents directly incorporated into aqueous formulations containing mineral materials.Type: GrantFiled: April 12, 2011Date of Patent: July 24, 2012Assignee: Coatex S.A.S.Inventors: Jean-Marc Suau, Christian Jacquemet
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Patent number: 8123982Abstract: Alternative inhibitors that offer an improvement over tolyltriazole in inhibiting yellow metal corrosion. The dithiocarbamate compounds and their salts were compared to that of tolyltriazole under identical conditions. These comparative tests were conducted in common corrosion testing systems, using both electrochemical corrosion cells and pilot cooling rigs, using various water conditions. The test methods included electrochemical studies such as linear polarization resistance, open circuit potential versus time, Tafel and cyclic polarization.Type: GrantFiled: February 24, 2005Date of Patent: February 28, 2012Assignee: Akzo Nobel N.V.Inventors: Eric C. Ward, Alvie L. Foster, Jr., Michael L. Standish, Ivonne C. Weidner
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Publication number: 20110186773Abstract: The invention relates to novel sulphur compounds, to the production thereof by a method carried out in an aqueous medium and the use thereof in the form of transfer agents in a method for controlled radical polymerisation of acrylic acid and/or acrylic acid with water-soluble monomers in water. The thus obtained polymers are usable in the form of dispersing agents or grinding aid agents and/or aid agents for combined grinding of mineral materials in an aqueous suspension and in the form of dispersing agents directly incorporated into aqueous formulations containing mineral materials.Type: ApplicationFiled: April 12, 2011Publication date: August 4, 2011Applicant: COATEX S.A.S.Inventors: Jean-Marc SUAU, Christian JACQUEMET
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Patent number: 7956211Abstract: The invention relates to novel sulphur compounds, to the production thereof by a method carried out in an aqueous medium and the use thereof in the form of transfer agents in a method for controlled radical polymerization of acrylic acid and/or acrylic acid with water-soluble monomers in water. The thus obtained polymers are usable in the form of dispersing agents or grinding aid agents and/or aid agents for combined grinding of mineral materials in an aqueous suspension and in the form of dispersing agents directly incorporated into aqueous formulations containing mineral materials.Type: GrantFiled: March 23, 2005Date of Patent: June 7, 2011Assignee: Coatex S.A.S.Inventors: Jean-Marc Suau, Christian Jacquemet
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Publication number: 20100261927Abstract: The present invention provides a low cost technique for synthesizing substituted trithiocarbonates and derivates thereof, by a one-step process which does not require solvent washes or re-crystallization steps, and results in practical yields more than double that of processes disclosed in the prior art.Type: ApplicationFiled: August 4, 2008Publication date: October 14, 2010Applicant: The Lubrizol CorproationInventors: Richard Yodice, John J. Johnson, Ross L. Beebe, Anthony J. Brzytwa, Chrístopher D. Hiiker
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Publication number: 20100227975Abstract: The invention provides a method for preparing an aqueous dispersion of polymer particles comprising the following steps: (i) preparing a dispersion having a continuous aqueous phase, a dispersed organic phase comprising one or more ethylenically unsaturated monomers, and an amphiphilic RAFT agent as a stabiliser for said organic phase, and (ii) polymerising said one or more ethylenically unsaturated monomers under the control of said amphiphilic RAFT agent to form said aqueous dispersion of polymer particles, novel amphiphilic RAFT agents for use in this method, novel RAFT agents useful in making these amphiphilic RAFT agents and methods for their manufacture.Type: ApplicationFiled: May 14, 2010Publication date: September 9, 2010Applicant: UNIVERSITY OF SYDNEYInventors: Christopher Henry SUCH, Ezio RIZZARDO, Algirdas Kazimieras SERELIS, Brian Stanley HAWKETT, Robert Goulston GILBERT, Christopher James FERGUSON, Robert John HUGHES, Edna Olejnik
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Patent number: 7759513Abstract: The present invention discloses novel and improved nucleosidic and nucleotidic compounds that are useful in the light-directed synthesis of oligonucleotides, as well as, methods and reagents for their preparation. These compounds are characterized by novel photolabile protective groups that are attached to either the 5?- or the 3?-hydroxyl group of a nucleoside moiety. The photolabile protective group is comprised of a 2-(2-nitrophenyl)-ethyoxycarbonyl skeleton with at least one substituent on the aromatic ring that is either an aryl, an aroyl, a heteroaryl or an alkoxycarbonyl group. The present invention includes the use of the aforementioned compounds in light-directed oligonucleotide synthesis, the respective assembly of nucleic acid microarrays and their application.Type: GrantFiled: January 26, 2004Date of Patent: July 20, 2010Assignee: NIGU Chemie GmbHInventors: Sigrid Bühler, Markus Ott, Wolfgang Pfleiderer
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Patent number: 7659345Abstract: A s,s?-bis-(?,??-disubstituted-??-acetic acid)-trithiocarbonate and derivatives thereof can be used as an initiator, chain transfer agent, or terminator for polymerization of monomers such as free radical polymerizable monomers. Homopolymers, copolymers, and the like as well as block copolymers can be made utilizing the trithio carbonate compound such as in a living free radical polymerization as well as to form telechelic polymers.Type: GrantFiled: October 9, 2007Date of Patent: February 9, 2010Assignee: Lubrizol Advanced Materials, Inc.Inventor: John Ta-Yuan Lai
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Publication number: 20090312496Abstract: Carboxylate terminated thiocarbonates are reacted with a polyfunctional alcohol to form a hydroxyl-terminated thiocarbonate compound.Type: ApplicationFiled: June 4, 2009Publication date: December 17, 2009Inventors: John Ta-Yuan Lai, Ronald P. Shea
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Patent number: 7632966Abstract: This invention provides an efficient method for synthesizing trithiocarbonate RAFT agents, RSC(S)SR?, that can be used in the living polymerization of methacrylates and other olefinic monomers. This invention also provides an efficient method of synthesizing bis(alkylsulfanylthiocarbonyl) disulfides that are useful as intermediates in the synthesis of trithiocarbonate RAFT agents.Type: GrantFiled: May 11, 2005Date of Patent: December 15, 2009Assignee: E.I. du Pont de Nemours and CompanyInventor: William Brown Farnham
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Patent number: 7557235Abstract: Carboxylate terminated thiocarbonates are reacted with a polyfunctional alcohol to form a hydroxyl-terminated thiocarbonate compound.Type: GrantFiled: August 6, 2004Date of Patent: July 7, 2009Assignee: Lubrizol Advanced Materials, Inc.Inventors: John Ta-Yuan Lai, Ronald P. Shea
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Patent number: 7495050Abstract: Thiocarbonate compounds which, in one embodiment, are utilized as a rheology modifier or associative thickener. The thiocarbonate compounds thicken or increase the viscosity of a composition, preferably an aqueous composition when used in an effective amount. In one preferred embodiment, the thiocarbonate compounds include at least one hydrophilic group containing repeat unit such as derived from acrylic acid, and at least one hydrophobic group to enhance association with other compounds and thus increase viscosity of a composition. Aqueous composition comprising a latex and thiocarbonate associative thickeners are described.Type: GrantFiled: August 20, 2004Date of Patent: February 24, 2009Assignee: Lubrizol Advanced Materials, Inc.Inventors: John Ta-Yuan Lai, Shui-Jen Raymond Hsu
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Patent number: 7402690Abstract: Polymers and copolymers synthesized by means that yield a narrow range of molecular weights can have different properties than polymers synthesized by conventional means. In order to obtain such polymers, however, polymerization must be controlled. One type of controlled polymerization is the reversible addition-fragmentation chain transfer (RAFT) process, which has characteristics of a living polymerization. The present invention discloses a group of dithioesters and trithioesters suitable as chain transfer agents for RAFT polymerization. The present invention also discloses RAFT polymerizations conducted in aqueous media.Type: GrantFiled: January 29, 2007Date of Patent: July 22, 2008Assignee: University of Southern MississippiInventors: Charles L. McCormick, Michael S. Donovan, Andrew B. Lowe, Brent S. Sumerlin, David B. Thomas
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Publication number: 20070149741Abstract: The present invention is directed to a free radical control agent of the structural formula: wherein R1 is a divalent alkyl group of 1 to 12 carbon atoms, R2 and R3 are each independently hydrogen or an alkyl group of 1 to 12 carbon atoms, and R4 is —OH or —COOH, with the proviso that the total carbon atoms of R1, R2, and R3 is no greater than 12; and wherein Y represents a functional group that is capable of activating a vinylic carbon toward free radical addition.Type: ApplicationFiled: October 19, 2006Publication date: June 28, 2007Inventor: Dane Kenton Parker
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Patent number: 7230063Abstract: The present invention is directed to a free radical control agent of the structural formula: wherein R1 is a divalent alkyl group of 1 to 12 carbon atoms, R2 and R3 are each independently hydrogen or an alkyl group of 1 to 12 carbon atoms, and R4 is —OH or —COOH, with the proviso that the total carbon atoms of R1, R2, and R3 is no greater than 12; and wherein Y represents a functional group that is capable of activating a vinylic carbon toward free radical addition.Type: GrantFiled: October 19, 2006Date of Patent: June 12, 2007Assignee: The Goodyear Tire & Rubber CompanyInventor: Dane Kenton Parker
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Patent number: 6894116Abstract: A toughener comprising a trithiocarbonate polymer having an epoxy end group is described which is utilized with various thermosettable polymers such as epoxy, polyurethane, and the like. A toughened composition is made by curing the thermosettable polymer and the toughener utilizing various curing agents.Type: GrantFiled: August 15, 2002Date of Patent: May 17, 2005Assignee: Noveon IP Holdings Corp.Inventors: John Ta-Yuan Lai, Carole Angele Lepilleur, Carl Duane Weber, David Richard Egan, Deborah Susan Filla
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Patent number: 6596899Abstract: A s,s′-bis-(&agr;,&agr;′-disubstituted-&agr;″-acetic acid)-trithiocarbonatte and derivatives thereof can be used as an initiator, chain transfer agent, or terminator for polymerization of monomers such as free radical polymerizable monomers. Homopolymers, copolymers, and the like as well as block copolymers can be made utilizing the trithio carbonate compound such as in a living free radical polymerization as well as to form telechelic polymers.Type: GrantFiled: February 16, 2000Date of Patent: July 22, 2003Assignee: Noveon IP Holdings Corp.Inventor: John T. Lai
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Patent number: 6562988Abstract: The present invention includes 16-HETE analogs which are agonists and antagonists of 16-HETE. The compositions may be formulated in pharmaceutically acceptable formulations. The invention also includes methods and products for inhibiting neutrophil adhesion and neutrophil aggregation using the 16-HETE agonists. One method of the invention involves the administration of a 16-HETE agonist in combination with a thrombolytic agent to a patient suffering from thromboembolic stroke.Type: GrantFiled: November 9, 2001Date of Patent: May 13, 2003Assignees: Univ. Vermont and State Agricultural College, Univ. of Texas System Board of Regents, New York Medical CollegeInventors: John R. Falck, Martin M. Bednar, Cordell E. Gross, Michael Balazy
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Publication number: 20020151740Abstract: A method for making a vinyl carbonate represented by the formula (I):Type: ApplicationFiled: May 29, 2002Publication date: October 17, 2002Inventors: David Lewis Allen, Heather Fort Henry, Becky Lynn Cahill, John Ponton, Kathryn Marie Church
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Patent number: 6426365Abstract: The present invention provides a CETP activity inhibitor comprising as an active ingredient a compound represented by the formula (I): wherein R represents a straight chain or branched alkyl group; a straight chain or branched alkenyl group; a lower haloalkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted cycloalkenyl group; a substituted or unsubstituted cycloalkylalkyl group; a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, X1, X2, X3, and X4 may be the same or different and each represents a hydrogen atom, a halogen atom, a lower alkyl group, a lower haloalkyl group; a lower alkoxy group; a cyano group; a nitro group; an acyl group; or an aryl group, Y represents —CO— or —SO2—, and Z represents a hydrogen atom or a mercapto-protecting group, or a prodrug compound, a pharmaceutically acceptable salt, or hydrate or solvate thereof.Type: GrantFiled: December 23, 1999Date of Patent: July 30, 2002Assignee: Japan Tobacco Inc.Inventors: Hisashi Shinkai, Kimiya Maeda, Hiroshi Okamoto
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Patent number: 5977395Abstract: "Esters" are synthesized by reacting a nucleophile with a propargyl xanthate advantageously having the formula (I):R.sub.3 --C.tbd.C--CR.sub.1 R.sub.2 --S--CS--Y--R (I)in the presence of at least one acid, Bronsted or otherwise, and at a temperature ranging from 0.degree. to 300.degree. C.; the subject reaction is particularly applicable to a wide variety of chiral organic syntheses.Type: GrantFiled: March 18, 1997Date of Patent: November 2, 1999Assignee: Rhone-Poulenc ChimieInventors: Jean Boivin, Eric B. Henriet, Samir Z. Zard
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Patent number: 5663406Abstract: A carbonate ester is produced by the metal-induced reaction of a hydroxy compound with a sulfur compound in a melt process. An orthocarbonate can also be produced. The orthocarbonate can be converted into carbonate ester in a subsequent operation.Type: GrantFiled: November 25, 1996Date of Patent: September 2, 1997Assignee: General Electric CompanyInventors: Joseph Anthony King, Jr., Robert Edgar Colborn, Deborah Ann Haitko, Jimmy Lynn Webb
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Patent number: 5476944Abstract: The present invention relates to derivatives of cyclic phenolic thioethers of the formula: ##STR1## and the pharmaceutically acceptable salts thereof, which are inhibitors or stimulators of superoxide generation, and which may also inhibit cyclooxygenase and/or 5-lipoxygenase, to pharmaceutical compositions containing one or more of these compounds in combination with a pharmaceutically-acceptable carrier, and to medical methods of treatment employing these compounds.Type: GrantFiled: May 19, 1994Date of Patent: December 19, 1995Assignee: G. D. Searle & Co.Inventors: Richard A. Partis, Richard A. Mueller, Francis J. Koszyk, Richard M. Weier
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Patent number: 5468870Abstract: Dye-donor element for use according to thermal dye sublimation transfer comprising a support having thereon a dye layer containing a dye corresponding to the following formula ##STR1## wherein Z represents CN, COOR.sup.1 or CONR.sup.2 R.sup.3 ;R.sup.1, R.sup.2 and R.sup.3 each independently represent hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or R.sup.2 and R.sup.3 together represent the necessary atoms to close a heterocyclic nucleus or substituted heterocyclic nucleus;Y represents OR.sup.4 or NR.sup.5 R.sup.6 or CN;R.sup.4 represents hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, SO.sub.2 R.sup.7, COR.sup.7, CSR.sup.7, POR.sup.7 R.sup.8 ;R.sup.5 and R.sup.6 each independently has one of the significances given to R.sup.4 or represent substituted or unsubstituted amino, or R.sup.5 and R.sup.Type: GrantFiled: October 20, 1994Date of Patent: November 21, 1995Assignee: AGFA-GAVAERT, N.V.Inventor: Luc J. Vanmaele
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Patent number: 5455373Abstract: A method of producing perfluorocarbon halides in a one-pot reaction is described. The method employs a perfluorocarbon acid, a first halogenating agent and a second halogen which drives the reaction forward. Novel perfluorocarbon halides and a direct method for producing perfluorocarbon hypohalites also are described.Type: GrantFiled: February 28, 1994Date of Patent: October 3, 1995Assignee: Exfluor Research CorporationInventor: Hajimu Kawa
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Patent number: 5359003Abstract: Polysulfide derivatives, having the general formula (A--S--S--).sub.2 X--S--S--A processes for their production and their use for crosslinking of reversion-stable rubber vulcanizates are provided. Crosslinking with reduced reversion and loss of elastomeric properties with age is achieved by the crosslinking system provided by the invention.Type: GrantFiled: August 11, 1993Date of Patent: October 25, 1994Assignee: Huls AktiengesellschaftInventors: Gerhard Horpel, Karl-Heinz Nordsiek
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Patent number: 5173306Abstract: Aqueous thiocarbonate solutions are stabilized by the addition of base, sulfide and/or polysulfide, and the stability and safety of the more concentrated solutions containing 1 weight percent or more equivalent CS.sub.2 as a thiocarbonate are achieved as reflected by significant reduction of CS.sub.2 partial pressure in such solutions.Type: GrantFiled: June 28, 1991Date of Patent: December 22, 1992Assignee: Union Oil Company of CaliforniaInventors: James A. Green, II, Donald C. Young
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Patent number: 5041240Abstract: Aqueous thiocarbonate solutions are stabilized by the addition of base, sulfide and/or polysulfide, and the stability and safety of the more concentrated solutions containing 1 weight percent or more equivalent CS.sub.2 as a thiocarbonate are achieved as reflected by significant reduction of CS.sub.2 partial pressure in such solutions.Type: GrantFiled: October 28, 1988Date of Patent: August 20, 1991Assignee: Union Oil Company of CaliforniaInventors: James A. Green, II, Donald C. Young
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Patent number: 5041611Abstract: Organic compounds having aromatic ester, thioester, or carbonate groups are prepared by reacting an organometallic reactant where the metal is germanium, tin, lead, gallium, indium, thallium, arsenic, antimony, or bismuth with a suitable second reactant. For example, the ester ##STR1## is prepared by reacting the bis-tri--n-butyl tin derivative of ethyl 4-hydroxybenzoate with 4-phenoxybenzoyl chloride.Type: GrantFiled: May 23, 1989Date of Patent: August 20, 1991Assignee: Raychem LimitedInventor: Ian D. H. Towle
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Patent number: 4879314Abstract: Dihaloformaldoximes of the formula: ##STR1## wherein R, X, X.sup.1 and Y are as defined herein having biocidal, fungicidal and pesticidal activity are disclosed.Type: GrantFiled: January 8, 1986Date of Patent: November 7, 1989Inventor: Adam C. Hsu
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Patent number: 4868322Abstract: A new process is described for the preparation of trithiocarbonic acid esters of formula: ##STR1## in which R and R.sub.1, which can be the same or different, are aliphatic, alicyclic, aromatic or heterocyclic radicals. The new process is characterized in that an organic hydrosulphide and a base, or an inorganic sulphide, are reacted with carbon disulphide and an organic halide in stoichiometric proportions in the absence of organic solvents, in the presence of an aqueous phase and a phase transfer catalyst.Type: GrantFiled: June 28, 1988Date of Patent: September 19, 1989Assignee: Consiglio Nazionale Delle RicercheInventors: Iacopo Degani, Rita Fochi, Valeria Regondi
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Patent number: 4748186Abstract: S-trifluorobutenyl thiocarbonic acid esters of the formula ##STR1## and salts thereof, wherein X is R.sup.1 N or S and Y is RS or R.sup.3 R.sup.2 N;wherein R is a metal or a radical selected from alkyl, cycloalkylalkyl, halocycloalkylalkyl, alkenyl, haloalkyl, haloalkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl, alkoxycarbonylalkyl, halophenoxyalkyl, trialkylsilylalkyl, (vinyl)dialkylsilylalkyl, (allyl)dialkylsilylalkyl, 2-chlorothiophene-5-ylmethyl, phenylalkyl, halophenylalkyl, nitrophenylalkyl, haloalkylphenylalkyl, dialkyl-2,3-dihydrobenzofuran-7-yl, [2-methyl-(1,1'-biphenyl)-3-yl]methyl, 3-phenoxybenzyl, phenylthioalkyl, halophenylthioalkyl, dialkylphosphoryl, dialkylthiophosphoryl, dialkylisoxazolylalkyl and thienylisoxazolylalkyl;wherein R.sup.1 is alkyl, cycloalkyl, cyano, dialkyl-2,3-dihydrobenzofuran-7-yl, halophenyl, halophenylalkyl, haloalkoxyphenyl, pyridinyl, halopyridinyl, alkyl-1,3,4-thiadiazolyl, haloalkyl-1,3,4-thiadiazolyl, benzothiazolyl, dialkyloxazolyl or thiazolinyl;wherein R.sup.Type: GrantFiled: June 30, 1986Date of Patent: May 31, 1988Assignee: FMC CorporationInventors: Thomas G. Cullen, Anthony J. Martinez, Jacob J. Vukich
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Patent number: 4715882Abstract: The invention relates to certain substituted phenoxypropionaldehyde derivatives, formulations of said derivatives and the use thereof for preemergence or postemergence control of noxious plants, i.e., weeds.Type: GrantFiled: October 15, 1986Date of Patent: December 29, 1987Assignee: PPG Industries, Inc.Inventor: Muppala S. Raju
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Patent number: 4711967Abstract: An S-aryl S-alkyl dithiocarbonate is prepared by pyroltically isomerizing an O-aryl S-alkyl dithiocarbonate at a temperature in the range 150.degree.-600.degree. C. The reaction product may be hydrolyzed to form an arenethiol or may be further reacted with an alcohol in the presence of a basic catalyst to form an aryl thioether.Type: GrantFiled: April 28, 1986Date of Patent: December 8, 1987Assignee: Courtaulds PLCInventor: Peter G. Urben
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Patent number: 4686033Abstract: The efficiency of metals separation using ore flotation is improved by the use of certain substituted hydrocarbylene trithiocarbonates as suppressants for undesired metals.Type: GrantFiled: November 27, 1985Date of Patent: August 11, 1987Assignee: Phillips Petroleum CompanyInventors: Clarence R. Bresson, Robert M. Parlman, James B. Kimble
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Patent number: 4677218Abstract: A process for the preparation of racemic or optically active isomers of alkyl esters of cis chrysanthemic of the formula ##STR1## wherein R is alkyl of 1 to 6 carbon atoms comprising reacting a racemic or optically active cis compound of the formula ##STR2## wherein R has the above definition with an aryl halothioformate of the formula ##STR3## wherein Hal is a halogen and Ar is aryl of 6 to 12 carbon atoms optionally substituted with at least one alkyl of 1 to 3 carbon atoms to obtain a compound of the formula ##STR4## of cis configuration and heating the latter optionally in an organic solvent to obtain the compound of formula I and novel intermediates.Type: GrantFiled: July 16, 1985Date of Patent: June 30, 1987Assignee: Roussel UclafInventors: Michel Frank-Neumann, Madjid Sedrati, Jean-Pierre Vigneron, Vincente Bloy
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Patent number: 4661515Abstract: Novel compounds possessing both angiotensin enzyme inhibitory activity and diuretic activity are disclosed. The compounds are represented by the general formula ##STR1## in which X is ##STR2## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are hydrogen, alkyl, alkenyl, alkynyl, phenyl-alkyl, and cycloalkyl, and may be the same or different; n is an integer from 0 to 4 inclusive; M is alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, polycycloalkyl, polycycloalkyl-alkyl, aryl, aralkyl, heteroaryl, heteroaryl-alkyl, hetero-cyloalkyl, hetero-cycloalkyl-alkyl, fused aryl-cycloalkyl, fused aryl-cycloalkyl-alkyl, fused heteroaryl-cycloalkyl, fused heteroaryl-cycloalkyl-alkyl, alkoxyalkyl, alkylthioalkyl, alkylamino-alkyl, or dialkylaminoalkyl, or M and R.sub.6 taken together with the nitrogen to which M is bonded and the carbon to which R.sub.Type: GrantFiled: January 17, 1986Date of Patent: April 28, 1987Assignee: USV Pharmaceutical CorporationInventors: Edward S. Neiss, John T. Suh, John J. Piwinski
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Patent number: 4650568Abstract: Polyhydroxytrithiocarbonates can be used as depressants in ore flotation.Type: GrantFiled: March 22, 1985Date of Patent: March 17, 1987Assignee: Phillips Petroleum CompanyInventors: Kenneth B. Kimble, Clarence R. Bresson, Harold W. Mark
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Patent number: 4640789Abstract: Ammonium dialkylaminoalkyl (thiocarbonyldithio) alkanoates, alkali metal dialkylaminoalkyl (thiocarbonyldithio) alkanoates, their use as flotation agents, and a process for the production of these novel compositions are disclosed. N,N-dialkylaminoalkyl mercaptoalkanoate, its use as an intermediate in the production of the novel ammonium dialkylaminoalkyl (thiocarbonyldithio) alkanoates and alkali metal dialkylaminoalkyl (thiocarbonyldithio) alkanoates, and a process for the production of this novel composition are also disclosed.Type: GrantFiled: February 12, 1985Date of Patent: February 3, 1987Assignee: Phillips Petroleum CompanyInventors: Clarence R. Bresson, Rector P. Louthan
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Patent number: 4619760Abstract: Process for the preparation of ore flotation collectors is disclosed comprising reacting an alkali metal salt of a 2-mercaptobenzimidazole with carbon disulfide. Also disclosed is process for recovery of minerals by flotation employing the novel ore flotation collectors prepared as described above.Type: GrantFiled: May 2, 1985Date of Patent: October 28, 1986Assignee: Phillips Petroleum CompanyInventors: Kenneth B. Kimble, Clarence R. Bresson, Harold W. Mark
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Patent number: 4617416Abstract: There is disclosed a process for the preparation of thiocarbamates having the following general formula: ##STR1## wherein: R represents alkyl C.sub.1 -C.sub.4 optionally substituted with one or more halogen atoms, alkenyl C.sub.2 -C.sub.4 optionally substituted with one or more halogen atoms, phenyl optionally substituted with one or more halogen atoms, benzyl optionally substituted with one or more halogen atoms on the phenyl ring;R.sup.1 and R.sup.2, equal or different from one another, represent alkyl C.sub.1 -C.sub.4 or cycloalkyl;consisting in reacting organic dithiocarbonates with organic carbamoyl halides, in the presence of an aqueous solution of an inorganic base and a phase transfer catalyst, at a temperature of 10.degree. to 50.degree. C. for time periods of 5 to 10 hours.The thiocarbamates obtained are used as herbicides, fungicides, etc., and in general in various fields of "fine chemicals".Type: GrantFiled: March 19, 1985Date of Patent: October 14, 1986Assignee: Montedison S.p.A.Inventors: Renato Ugo, Stefano Campolmi, Vittorio Carletti