Chalcogen And Plural Nitrogens Bonded Directly To The Same Phosphorus Patents (Class 564/14)
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Patent number: 10954256Abstract: Provided herein is a use of a high-boiling solvent in a mixture comprising a (thio)phosphoric acid derivative and a process including the addition of a high-boiling solvent to a mixture comprising a (thio)phosphoric acid derivative to recover the (thio)phosphoric acid from the mixture by an evaporation process.Type: GrantFiled: September 30, 2016Date of Patent: March 23, 2021Assignee: BASF SEInventors: Tobias Lang, Karl-Heinrich Schneider, Zoltan Baan, Philip Muelheims, Steffen Tschirschwitz, Sascha Shuxia Zhu
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Patent number: 9359269Abstract: A process for the removal of acids from reaction mixtures, comprising at least one product of value which is sparingly soluble in water, by at least one unpolar amine as an auxiliary base, which includes: a) reacting the auxiliary base with the acid with formation of a salt; b) reacting the salt formed in step a) with a further base which accepts the acid with liberation of the auxiliary base and combines with the acid to be accepted from the auxiliary base to form a salt which is very readily soluble in water; c) extraction of the mixture obtained in step b) with water or an aqueous medium, wherein the salt of the further base dissolves in the aqueous phase and the product of value, or the solution of the product of value, in a suitable solvent and the auxiliary base form at least one separate nonaqueous phase; and d) removal by distillation of at least part of any solvent present from the at least one nonaqueous phase obtained in step c), to form two nonmiscible liquid phases.Type: GrantFiled: September 15, 2006Date of Patent: June 7, 2016Assignee: BASF SEInventors: Oliver Huttenloch, Patrick Deck, Holger Ganz, Michael Mauβ, Wolfgang Körnig, Michael Bock
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Patent number: 9145431Abstract: Disclosed herein are formulations and methods of manufacture of compounds of formula (E): wherein X and Y independently represent leaving groups; and A+ is an ammonium cation.Type: GrantFiled: January 29, 2014Date of Patent: September 29, 2015Assignee: ZIOPHARM Oncology, Inc.Inventors: Frank W. Waligora, John C. Amedio, Jr.
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Publication number: 20150025042Abstract: Disclosed are compounds of formulae (I), (III), (IV), (VII), (X), (XI), (XII), (XIII) and (XIV), wherein the variables are as defined in the claims, and methods of using compounds of the invention for treating a subject with a proliferative disorder, such as cancer, and methods for treating disorders responsive to Hsp70 induction and/or natural killer induction. Also disclosed are pharmaceutical compositions comprising compounds of the invention and a pharmaceutically acceptable carrier.Type: ApplicationFiled: December 16, 2013Publication date: January 22, 2015Applicant: SYNTA PHARMACEUTICALS CORP.Inventors: Shoujun Chen, Keizo Koya, Zachary Demko, Lijun Sun
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Publication number: 20140378704Abstract: Disclosed herein are formulations and methods of manufacture of compounds of formula (E): wherein X and Y independently represent leaving groups; and A+ is an ammonium cation.Type: ApplicationFiled: January 29, 2014Publication date: December 25, 2014Applicant: ZIOPHARM ONCOLOGY, INC.Inventors: Frank W. WALIGORA, John C. AMEDIO, JR.
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Patent number: 8871974Abstract: An ionic liquid which contains an organic matter represented by the following general formula (1) as a cation component. The ionic liquid is stably in a liquid state over a wide temperature range and is excellent in electrochemical stability. The ionic liquid is advantageously used for applications such as electric power storage devices, lithium secondary batteries, electrical double layer capacitors, dye-sensitized solar cells, fuel cells, and reaction solvents.Type: GrantFiled: November 30, 2006Date of Patent: October 28, 2014Assignee: Kanto Denka Kogyo Co., Ltd.Inventors: Kazuki Muraishi, Kumiko Sueto, Yuan Gao
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Publication number: 20140194377Abstract: Disclosed herein are crystalline compounds of formula (I) wherein A+ represents a hydroxylated aliphatic ammonium species; and X and Y independently represent leaving groups.Type: ApplicationFiled: November 6, 2013Publication date: July 10, 2014Applicant: ZIOPHARM ONCOLOGY, INC.Inventors: John C. AMEDIO, JR., Barbara WALLNER, Philip B. KOMARNITSKY
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Patent number: 8664201Abstract: Disclosed herein are formulations and methods of manufacture of compounds of formula (E): wherein X and Y independently represent leaving groups and A+ is an ammonium cation.Type: GrantFiled: July 30, 2009Date of Patent: March 4, 2014Assignee: Ziopharm Oncology, Inc.Inventors: Frank Walter Waligora, John C. Amedio
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Patent number: 8617425Abstract: The invention relates to a liquid composition containing phosphoric or thiophosphoric triamide derivatives and suitable solvents selected from the group comprising esters of hydroxyacids, heterocyclic alcohols and their derivatives, cyclic carbonic acid esters and dicarboxyacid esters, optionally the composition may also contain glycol ethers and auxiliary substances. The invention further includes the use of this liquid composition as urease inhibitor in urea-containing fertilizers, in fertilizers and wastes of animal origin or in sprays masking animal urine odors.Type: GrantFiled: December 21, 2009Date of Patent: December 31, 2013Assignee: Agra Group, A.S.Inventor: Petr Cigler
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Publication number: 20130331260Abstract: Superabsorbents comprising fluorofamide exhibit superior odour control without being biocides.Type: ApplicationFiled: June 3, 2013Publication date: December 12, 2013Inventors: Olaf Hoeller, Volker Braig, Thomas Daniel, Patrick Hamilton
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Patent number: 8592628Abstract: An additive comprising a phosphazene compound that has at least two reactive functional groups and at least one capping functional group bonded to phosphorus atoms of the phosphazene compound. One of the at least two reactive functional groups is configured to react with cellulose and the other of the at least two reactive functional groups is configured to react with a resin, such as an amine resin or a polycarboxylic acid resin. The at least one capping functional group is selected from the group consisting of a short chain ether group, an alkoxy group, and an aryloxy group. Also disclosed are an additive-resin admixture, a method of treating a wood product, and a wood product.Type: GrantFiled: May 27, 2011Date of Patent: November 26, 2013Assignee: Battelle Energy Alliance, LLCInventors: Mason K. Harrup, Harry W. Rollins
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Patent number: 8513460Abstract: The invention provides a process for preparing N-(hydrocarbyl)phosphoric or thiophosphoric triamides with substantially improved yields and purity. Two equivalents of hydrocarbylamine are used in the reaction with phosphoryl or thiophosphoryl chloride and then with ammonia in an aromatic solvent. The invention further relates to N-(hydrocarbyl)phosphopric or thiophosphoric triamides having the purity of at least 98% wherein R is a hydrocarbyl group and X is O or S. (RNH)(NH2)2P=X ??(I).Type: GrantFiled: September 30, 2009Date of Patent: August 20, 2013Assignee: Agra Group, A.S.Inventors: Vladimir Kysilka, Jiri Kopenec, Jiri Krepelka
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Patent number: 8349223Abstract: Boronated polyphosphinohydrazide fire retardants are provided having the basic structural unit: wherein, Y is O or S; R can be selected from H, alkyl (e.g., linear, branched, saturated, or unsaturated), aryl, heterocyclic, cycloaliphatic (e.g., saturated or unsaturated), or a metallocene (e.g., ferrocene, zirconocene or the like); and n can be selected from 1 to 500.Type: GrantFiled: September 21, 2009Date of Patent: January 8, 2013Assignee: The Boeing CompanyInventors: Norman R. Byrd, Douglas G. Soden, Arthur Rojo
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Patent number: 8212073Abstract: This invention relates to flame barrier compositions as well as a method for the preparation of the flame barrier compositions formed from a flame retardant composition and water. A protective barrier comprises a flame barrier composition or a flame barrier polymer on top of a layer or sandwiched between two or more layers of glass, wood, paper, polymer films, and other layered materials as well as mixtures of layers.Type: GrantFiled: November 29, 2004Date of Patent: July 3, 2012Inventor: Robert Valentine Kasowski
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Publication number: 20120119172Abstract: The invention relates to the use of amino terminated phosphonamides and their oligomers, as flame retardant additives for a variety of polymers to impart flame retardancy while maintaining or improving processing characteristics and other important properties.Type: ApplicationFiled: November 11, 2011Publication date: May 17, 2012Applicant: FRX POLYMERS, INC.Inventors: Dieter FREITAG, Marc-Andre LEBEL, Lawino KAGUMBA, Marc E. LEBEL, Peter S. SCHULER
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Patent number: 8110709Abstract: The present invention relates to a process for the hydroformylation of ethylenically unsaturated compounds by reaction with carbon monoxide and hydrogen in the presence of a catalytically active fluid which comprises a dissolved metal complex of a metal of transition group VIII of the Periodic Table of the Elements with at least one phosphoramidite compound as ligand, wherein the fluid is brought into contact with a base.Type: GrantFiled: October 22, 2004Date of Patent: February 7, 2012Assignee: BASF SEInventors: Rainer Papp, Wolfgang Ahlers, Thomas Mackewitz, Rocco Paciello, Martin Volland
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Patent number: 8088950Abstract: The invention relates to a process for the preparation of triamides from ammonia and amido-dichlorides.Type: GrantFiled: March 26, 2009Date of Patent: January 3, 2012Assignee: BASF SEInventors: Michael Bock, Oliver Huttenloch, Patrick Deck, Oliver Bey, Heiner Schelling, Markus Siegert
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Patent number: 8075659Abstract: The invention relates to preparations with improved urease-inhibitory effect which comprise at least two different (thio)phosphoric triamides and to urea-comprising fertilizers which comprise these preparations. The invention furthermore relates to a method of preparing these preparations, to the use of these preparations in the fertilization with urea-comprising fertilizers, and to the use of urea-comprising fertilizers which comprise these preparations in agriculture or in horticulture.Type: GrantFiled: February 7, 2007Date of Patent: December 13, 2011Assignee: BASF SEInventors: Alexander Wissemeier, Patrick Deck, Oliver Huttenloch, Michael Mauβ, Gregor Pasda, Ralf-Thomas Rahn, Wolfgang Weigelt, Wolfram Zerulla
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Publication number: 20110288240Abstract: A phosphazene-supported catalyst in which a support is bonded to a group represented by the general formula (1): wherein n, Zn?, a, b, c, d, R, R1 and D are all defined. The phosphazene-supported catalyst is highly effective to catalyze various organic reactions, and further has no reduction of activity even after recovery and reuse of the catalyst, thus it being economically advantageous. In addition, the polymerization of cyclic monomers, substitution of substituents, carbon-carbon bond forming reactions and the like can be conducted with extremely high efficiency.Type: ApplicationFiled: August 4, 2011Publication date: November 24, 2011Applicant: Mitsui Chemicals, Inc.Inventors: Naritoshi YOSHIMURA, Shinji Kiyono, Kazumi Mizutani, Isao Hara, Takaomi Hayashi, Tadahito Nobori, Yoshihiro Yamamoto, Miyuki Konno, Yoshihisa Inoue, Akira Matsuura, Tuneyuki Ohkubo
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Patent number: 8026394Abstract: A main object of the present invention is to provide a lithium salt which can improve its lithium transference number when used as a supporting salt of an electrolyte solution or the like. To attain the object, the present invention provides a lithium salt comprising a chemical structure represented by the following general formula (1): in which R1 to R3 may be same or different from each other and denote a fluoroalkyl group, an alkyl group or a phenyl group.Type: GrantFiled: December 4, 2007Date of Patent: September 27, 2011Assignee: Toyota Jidosha Kabushiki KaishaInventors: Hisashi Yamamoto, Masaki Matsui
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Publication number: 20110212921Abstract: Disclosed herein are formulations and methods of manufacture of compounds of formula (E): wherein X and Y independently represent leaving groups and A+ is an ammonium cation.Type: ApplicationFiled: July 30, 2009Publication date: September 1, 2011Applicant: ZIOPHARM ONOCOLOGY, INC.Inventors: Frank Walter Waligora, John C. Amedio
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Publication number: 20110196172Abstract: The invention provides a process for preparing N-(hydrocarbyl)phosphoric or thiophosphoric triamides with substantially improved yields and purity. Two equivalents of hydrocarbylamine are used in the reaction with phosphoryl or thiophosphoryl chloride and then with ammonia in an aromatic solvent. The invention further relates to N-(hydrocarbyl)phosphopric or thiophosphoric triamides having the purity of at least 98% wherein R is a hydrocarbyl group and X is O or S.Type: ApplicationFiled: September 30, 2009Publication date: August 11, 2011Inventors: Vladimir Kysilka, Jiri Kopenec, Jiri Krepelka
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Patent number: 7855189Abstract: The invention relates to N-phenylphosphoric acid triamides of general formula (I) to a method for the production thereof and to their use as agents for regulating or inhibiting enzymatic urea hydrolysis.Type: GrantFiled: February 4, 2005Date of Patent: December 21, 2010Assignee: SKW Stickstoffwerke Piesteritz GmbHInventors: André Hucke, Hans-Joachim Niclas, Hartmut Wozniak, Hans-Jürgen Michel, Carola Schuster
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Patent number: 7790923Abstract: The invention is directed to a process for the production of certain phosphorous, namely urea, thio-urea and sulphonamide phosphorous compounds. The present invention provides a process for the production of phosphorous compounds which process allows an easy and effective separation of the reaction products from impurities by applying a solid alkaline ion-exchange resin.Type: GrantFiled: January 26, 2007Date of Patent: September 7, 2010Assignee: BASF Nederland B.V. and University of AmsterdamInventors: Albertus Jacobus Sandee, Alida Maria Van Der Burg, Joost Nicolaas Hendrik Reek
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Publication number: 20100215611Abstract: The present invention describes the use of phosphoric triamides in toilets.Type: ApplicationFiled: August 8, 2007Publication date: August 26, 2010Applicant: BASF AKTIENGESELLSCHAFTInventors: Frank Rittig, Volker Braig, Oliver Huttenloch, Patrick Deck, Johan Ebenhoech
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Publication number: 20100036160Abstract: A main object of the present invention is to provide a lithium salt which can improve its lithium transference number when used as a supporting salt of an electrolyte solution or the like. To attain the object, the present invention provides a lithium salt comprising a chemical structure represented by the following general formula (1): in which R1 to R3 may be same or different from each other and denote a fluoroalkyl group, an alkyl group or a phenyl group.Type: ApplicationFiled: December 4, 2007Publication date: February 11, 2010Inventors: Hisashi Yamamoto, Masaki Matsui
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Publication number: 20090215730Abstract: Chemical compounds derived by in silico molecular modelling, having a well defined structure suitable for the blocking of the phosphorylation event, through the specific interaction of the chemical with the Casein Kinase 2 enzyme substrate phosphorylation domain or it's neighbourhood. This invention comprises also the pharmaceutical compositions containing such compounds, and their use in the preparation of medicines or agents for the treatment of diseases or conditions related with neoplasic processes.Type: ApplicationFiled: May 5, 2006Publication date: August 27, 2009Inventors: Rolando Eduardo Rodriguez Fernandez, Roberto Vera Alvarez, Ania De La Nuez Veulens, Yuliet Mazola Reyes, Silvio Ernesto Perea Rodriguez, Boris Ernesto Acevedo Castro, Alexis Musacchio Lasa, Raimundo Ubieta Gomez
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Publication number: 20090156559Abstract: 2-{[2-(Substituted amino)ethyl]sulfonyl}ethyl N,N-bis(2-chloroethyl)phosphorodiamidates and their salts, their preparation and intermediates in their preparation, pharmaceutical compositions containing them, and methods of treatment using them. The compounds are useful for treating cancer and autoimmune diseases, alone and in combination with other therapies.Type: ApplicationFiled: December 12, 2007Publication date: June 18, 2009Inventors: Edgardo Laborde, Andrew B. Kelson, Wenli Ma, Kevin T. Weber
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Patent number: 7541462Abstract: Methods and compounds are provided for the formation of carbon-nitrogen or carbon-carbon bonds comprising reacting an amine or an aryl boronic acid with an aryl halide in the presence of a palladium catalyst, a base, and a compound of formula II:Type: GrantFiled: January 24, 2008Date of Patent: June 2, 2009Assignee: Iowa State University Research Foundation, Inc.Inventors: John G. Verkade, Sameer Urgaonkar, JuHua Xu
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Publication number: 20090136940Abstract: Described are phosphoramidite nucleoside analog monomers, precursors thereof, and oligonucleotides including one or more of the monomers. The monomers can be used during automated synthesis of oligonucleotide derivatives, and allow for incorporation of one or several reporter groups, organic molecules, bio-molecules, small molecules or other chemical groups at the internucleoside phosphotriesters. Oligonucleotides including the monomers have a number of uses in therapeutic, diagnostic, and research applications.Type: ApplicationFiled: August 29, 2008Publication date: May 28, 2009Applicants: University of Massachusetts, Massachusetts General HospitalInventors: Alexei Bogdanov, Valeriy Metelev, David Tabatadze, Paul Zamecnik
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Publication number: 20090023954Abstract: An ionic liquid of the present invention is “an ionic liquid comprising an organic substance represented by the following general formula (1) as a cation component” and “an ionic liquid comprising a cation component and an anion component, and the cation component is one or plural kinds selected from the group consisting of cation components represented by the following formula (1)”.Type: ApplicationFiled: April 28, 2006Publication date: January 22, 2009Applicant: Kanto Denka Kogyo Co., Ltd.Inventors: Kumiko Sueto, Osamu Omae, Yuan Gao
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Publication number: 20080287709Abstract: A process for the removal of acids from reaction mixtures, comprising at least one product of value which is sparingly soluble in water, by at least one unpolar amine as an auxiliary base, which includes: a) reacting the auxiliary base with the acid with formation of a salt; b) reacting the salt formed in step a) with a further base which accepts the acid with liberation of the auxiliary base and combines with the acid to be accepted from the auxiliary base to form a salt which is very readily soluble in water; c) extraction of the mixture obtained in step b) with water or an aqueous medium, wherein the salt of the further base dissolves in the aqueous phase and the product of value, or the solution of the product of value, in a suitable solvent and the auxiliary base form at least one separate nonaqueous phase; and d) removal by distillation of at least part of any solvent present from the at least one nonaqueous phase obtained in step c), to form two nonmiscible liquid phases.Type: ApplicationFiled: September 15, 2006Publication date: November 20, 2008Applicant: BASF SEInventors: Oliver Huttenloch, Patrick Deck, Holger Ganz, Michael Mauss, Wolfgang Kornig, Michael Bock
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Publication number: 20080267945Abstract: The present disclosure relates to salts and compositions of isophosphoramide mustard and isophosphoramide mustard analogs. In one embodiment the salts can be represented by the formula wherein A+ represents an ammonium species selected from the protonated (conjugate acid) or quaternary forms of aliphatic amines and aromatic amines, including basic amino acids, heterocyclic amines, substituted and unsubstituted pyridines, guanidines and amidines; and X and Y independently represent leaving groups. Also disclosed herein are methods for making such compounds and formulating pharmaceutical compositions thereof. Methods for administering the disclosed compounds to subjects, particularly to treat hyperproliferative disorders, also are disclosed.Type: ApplicationFiled: October 25, 2005Publication date: October 30, 2008Applicant: Dekk-TEC, IncInventor: Lee Roy Morgan
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Publication number: 20080255056Abstract: Disclosed herein are crystalline compounds of formula (I) wherein A+ represents a hydroxylated aliphatic ammonium species; and X and Y independently represent leaving groups.Type: ApplicationFiled: April 4, 2008Publication date: October 16, 2008Applicant: ZIOPHARM Oncology, Inc.Inventors: John C. Amedio, Barbara P. Wallner, Philip B. Komarnitsky
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Patent number: 7385058Abstract: Methods and compounds are provided for the formation of carbon-nitrogen or carbon-carbon bonds comprising reacting an amine or an aryl boronic acid with an aryl halide in the presence of a palladium catalyst, a base, and a compound of formula II:Type: GrantFiled: September 27, 2005Date of Patent: June 10, 2008Assignee: Iowa State University Research Foundation, Inc.Inventors: John G. Verkade, Sameer Urgaonkar, JuHua Xu
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Patent number: 6812224Abstract: Use of phosphorous organic compounds of general formula (I) wherein B represents either an ether group of the formula (II) or a keto group of the formula (III) or is a 5 or 6 membered cyclic compound, and their use for preparing pharmaceutical compositions for the therapeutic and prophylactic treatment of infections in humans and animals due to viruses, bacteria, fungi, and parasites as well as their use as a fungicide, bactericide and herbicide in plants.Type: GrantFiled: September 11, 2002Date of Patent: November 2, 2004Assignee: Jomaa Pharmaka GmbHInventor: Hassan Jomaa
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Patent number: 6458292Abstract: A composition for an anti-scale-forming agent includes oil-based polyalkylenes, amines phosphorous and oxygen in a polymer for providing dispersivity and anti-oxidation and having the following formula: By integrating both characteristics into a single polymer, the anti-scale-forming agent in accordance with the present invention can be used as an anti-scale-forming agent for a manufacturing process in a petroleum refinery plant or the like chemistry factory. R1, R2 and x are defined herein.Type: GrantFiled: October 12, 2000Date of Patent: October 1, 2002Assignee: Chinese Petroleum Corp.Inventors: Jiang-Jen Lin, Jann-Chen Lin, Wen-Hen L{dot over (o)}, Wen-Shwong Hwang, Kun-Hai Lin
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Patent number: 6444847Abstract: A process for preparing phosphine oxides by reacting iminophosphoranes with phosphorus oxytrichloride by which highly purified phosphine oxides can be obtained industrially in a higher yield. Specifically, phosphine oxides are prepared in such a manner that iminophosphoranes are reacted with phosphorus oxytrichloride using an aprotic organic solvent with permittivity 2.2 or more at 20° C. as a solvent under special reaction conditions to give a liquid reaction product containing phosphine oxides and aminophosphonium chlorides which are yielded as a by-product at the same time as the phosphine oxides, and the above described chlorides are removed from the above described liquid reaction product by a solid-liquid separation process, and the solution having been subjected to the solid-liquid separation process is washed with water.Type: GrantFiled: August 24, 2001Date of Patent: September 3, 2002Assignee: Mitsui Chemicals, Inc.Inventors: Tadahito Nobori, Isao Hara, Katsuhiko Funaki, Takaomi Hayashi, Atsushi Shibahara, Shinji Kiyono, Kazumi Mizutani, Usaji Takaki
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Patent number: 6303815Abstract: A process for preparing phosphine oxides by reacting iminophosphoranes with phosphorus oxytrichloride by which highly purified phosphine oxides can be obtained industrially in a higher yield. Specifically, phosphine oxides are prepared in such a manner that iminophosphoranes are reacted with phosphorus oxytrichloride using an aprotic organic solvent with permittivity 2.2 or more at 20° C. as a solvent under special reaction conditions to give a liquid reaction product containing phosphine oxides and aminophosphonium chlorides which are yielded as a by-product at the same time as the phosphine oxides, and the above described chlorides are removed from the above described liquid reaction product by a solid-liquid separation process, and the solution having been subjected to the solid-liquid separation process is washed with water.Type: GrantFiled: April 13, 2000Date of Patent: October 16, 2001Assignee: Mitsui Chemicals, Inc.Inventors: Tadahito Nobori, Isao Hara, Katsuhiko Funaki, Takaomi Hayashi, Atsushi Shibahara, Shinji Kiyono, Kazumi Mizutani, Usaji Takaki
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Patent number: 6222032Abstract: In a process for C-alkylation or N-alkylation, the improvement comprising conducting the C-alkylation or N-alkylation reaction in the presence of a slightly nucleophilic strong base of the following formula wherein R′1, R′2 and R′3 are individually selected from the group consisting of alkoxy of 1 to 6 carbon atoms and R′ and R″ are individually selected from the group consisting of unsubstituted or substituted alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, cycloalkyl of 3 to 10 carbon atoms, aryl and aralkyl of 1 to 6 alkyl carbon atoms, the substituents being selected from the group consisting of halogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, —CN, —NO2 and dialkylamino of 1 to 6 alkyl carbon atoms, the aryl being selected from the group consisting of unsaturated monocyclic and condensed carbocyclic and heterocyclic with at least one heteroatom selected from the group consisting of nitrogen, oxyType: GrantFiled: November 4, 1999Date of Patent: April 24, 2001Assignees: Societe de Conseils de Recherches d'Applications Scientifiques (SCRAS), Centre National de la Recherche Scientifique (CNRS)Inventors: Guy Bertrand, Dennis Bigg, Jean-Bernard Cazaux, Stéphanie Goumri, Olivier Guerret
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Patent number: 6191276Abstract: Sterically hindered phosphoramidates such as N,N′-bis[di-(2,6-xylenoxy)phosphoryl]piperazine are prepared by the reaction of a sterically hindered diaryl chlorophosphate, such as di-(2,6-xylyl) chlorophosphate, with a basic nitrogen compound containing at least two basic N-H groups, preferably a heterocyclic compound such as piperazine, in the presence of calcium oxide as an acid acceptor. The reaction is conducted in the presence of at least one dipolar aprotic solvent.Type: GrantFiled: February 23, 2000Date of Patent: February 20, 2001Assignee: General Electric CompanyInventor: James Anthony Cella
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Patent number: 6153794Abstract: An organic compound which is basic and soluble in an organic solvent, does not have a problem in preparation or handling and exhibits catalytic activity as a basic compound, i.e., a phosphine sulfide represented by formula (1), and a manufacturing process therefor, i.e., manufacturing a phosphine sulfide represented by formula (1), by reacting one molecule of thiophosphoryl chloride with three molecules of a phosphorane represented by formula (2). The phosphine sulfide can be used in a process for effectively manufacturing a poly(alkylene oxide) by polymerizing an alkylene oxide in the presence of the phosphine sulfide or of the phosphine sulfide and an active hydrogen compound selected from water and organic compounds having a partial structure of --OH or --NH--; and 2) a process for manufacturing a 1,2-dioxyethane derivative from an epoxy compound, i.Type: GrantFiled: July 7, 1999Date of Patent: November 28, 2000Assignee: Mitsui Chemicals, Inc.Inventors: Katsuhiko Funaki, Isao Hara, Takaomi Hayashi, Shinji Kiyono, Atsushi Shibahara, Kazumi Mizutani, Tadahito Nobori, Usaji Takaki
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Patent number: 6130346Abstract: A process for preparing an organic compound, comprising conducting an organic reaction in the presence of a phosphine oxide represented by formula (1); ##STR1## where R.sup.1 is the same or different and each represents a hydrogen or hydrocarbon group with 1 to 10 carbon atoms, and x is the amount of water as a molar ratio which is 0 to 5.0, exhibiting a high catalytic performance especially in an organic reaction involving an alkylene oxide.Type: GrantFiled: April 13, 1999Date of Patent: October 10, 2000Assignee: Mitsui Chemicals, Inc.Inventors: Tadahito Nobori, Takaomi Hayashi, Isao Hara, Shinji Kiyono, Atsushi Shibahara, Katsuhiko Funaki, Tatsuhiro Urakami, Keisuke Takuma, Usaji Takaki
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Patent number: 5955630Abstract: N-hydrocarbylthiophosphoric triamide is separated or recovered from a liquid mixture comprising N-hydrocarbylthiophosphoric triamide, inert organic solvent, and optionally but preferably, tertiary amine, by continuously introducing a stream of the liquid mixture into a wiped film evaporator operating at a temperature in the range of about 60 to about 140.degree. C., and at a pressure that avoids solids formation on the heating surface of the wiped film evaporator, and continuously collecting the resultant N-hydrocarbylthiophosphoric triamide product.Type: GrantFiled: January 21, 1997Date of Patent: September 21, 1999Assignee: Albemarle CorporationInventors: Chi Hung Cheng, Gerald M. Sulzer
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Patent number: 5883297Abstract: A reaction mixture containing N-hydrocarbylthiophosphoric triamide or N-hydrocarbylphosphoric triamide ("Triamide") is formed by reacting ammonia with N-hydrocarbylaminothiophosphoryl dichloride or N-hydrocarbylaminophosphoryl dichloride in a liquid organic medium, in proportions of at least 16 moles of ammonia per mole of such dichloride and that keep in solution the ammonium chloride co-product formed in the reaction. The temperature of the reaction mixture is kept high enough to keep ammonium chloride-ammonia complex from forming a solid phase in the reaction mixture, but low enough to avoid significant reduction in Triamide yield. The reaction mixture is then caused/allowed to separate into an inorganic phase comprising ammonia, ammonium chloride and co-product thiophosphoric triamide or phosphoric triamide, and an organic phase comprising Triamide, liquid organic medium, dissolved ammonia and, usually, phosphorus impurities. These phases are separated from each other.Type: GrantFiled: April 9, 1998Date of Patent: March 16, 1999Assignee: Albemarle CorporationInventors: Gerald M. Sulzer, Chi Hung Cheng, W. Dirk Klobucar, Charles H. Kolich
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Patent number: 5872293Abstract: A substantially anhydrous mixture which comprises ammonium chloride, the triamide, and ammonia is formed either by adding ammonia to a mixture of the other components or by conducting, in the presence of the ammonia and an organic solvent, a reaction to form the triamide and ammonium chloride as co-products. In all cases the ammonia is present in a sufficient excess amount relative to the ammonium chloride to form a separate liquid phase in which the ammonium chloride solids dissolve. Such separate liquid phase is separated from the remainder of said mixture.Type: GrantFiled: January 21, 1997Date of Patent: February 16, 1999Assignee: Albemarle CorporationInventors: Gerald M. Sulzer, Chi Hung Cheng
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Patent number: 5871667Abstract: Aqueous ammoniate solutions made during the manufacture of N-hydrocarbyl thiophosphoric triamides, consisting essentially of aqueous solutions of ammonium chloride and ammonia containing a water-soluble impurity normally tending to engender corrosion of ferrous metal are rendered corrosion-resistant by dissolving therein a small corrosion-inhibiting amount (e.g., up to about 5000 ppm (wt/wt) of a water-soluble salt or oxide of zinc, aluminum, arsenic, antimony or bismuth.Type: GrantFiled: January 21, 1997Date of Patent: February 16, 1999Assignee: Albemarle CorporationInventors: Chi Hung Cheng, Gerald M. Sulzer
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Patent number: 5770771Abstract: Continuously fed to and mixed in a first reactor are (i) a preformed mixture of primary hydrocarbyl monoamine, tertiary amine and liquid inert organic solvent, and (ii) thiophosphoryl chloride while removing heat of reaction to maintain the reaction temperature in the range of about -20.degree. C. to about +50.degree. C. A reaction mixture containing N-hydrocarbylaminothiophosphoryl dichloride is formed. Ammonia and an effluent stream from the first reactor are continuously fed to and mixed in a second reactor in proportions of at least about 16 moles, of ammonia per mole of N-hydrocarbylaminothiophosphoryl dichloride that produce a reaction mixture containing N-hydrocarbylthiophosphoric triamide, and that keep in solution ammonium chloride co-product formed in the reaction.Type: GrantFiled: January 21, 1997Date of Patent: June 23, 1998Assignee: Albemarle CorporationInventors: Gerald M. Sulzer, Chi Hung Cheng, W. Dirk Klobucar, Charles H. Kolich
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Patent number: 5648349Abstract: PLA.sub.2 inhibitors selected from the group consisting of ##STR1## wherein A is selected from the group consisting of ##STR2## and Z, W, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, X, X' and Y are as defined herein.Type: GrantFiled: April 27, 1995Date of Patent: July 15, 1997Assignee: Monsanto CompanyInventor: Patrick James Lennon
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Patent number: 5627174Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops, these compounds having the general structure: ##STR1## These Polar compounds are particularly useful for systemic control of pests.Type: GrantFiled: May 23, 1995Date of Patent: May 6, 1997Assignee: Monsanto CompanyInventors: Dennis P. Phillion, Peter G. Ruminski, Gopichand Yalamanchili