Halogen Containing Patents (Class 568/774)
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Patent number: 11806703Abstract: Catalyst regeneration processes that include measures for controlling emissions generated during the regeneration are described. The present invention further relates to catalytic processes for producing various chlorinated aromatic compounds that include provisions for controlling emissions during catalyst regeneration.Type: GrantFiled: June 29, 2021Date of Patent: November 7, 2023Assignee: Monsanto Technology LLCInventor: Kam-To Wan
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Publication number: 20140356230Abstract: A synergistic microbicidal composition containing a phenolic compound selected from the class consisting of chlorinated phenols, monosubstituted phenols, fused bicyclic phenols, isopropyl methyl catechols, and monosubstituted catechols and an antimicrobial alcohol selected from the class of menthadiene alcohols and other antimicrobial alcohols.Type: ApplicationFiled: December 5, 2012Publication date: December 4, 2014Applicant: ROHM AND HAAS COMPANYInventors: Robert J. Cornmell, Megan A. Diehl, Stephen Golding, John R. Harp, Ian P. Stott, Katherine M. Thompson, Carol L. Truslow
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Patent number: 8791274Abstract: Provided are a complex prepared from ammonium salt-containing ligands and having such an equilibrium structural formula that the metal center takes a negative charge of 2 or higher, and a method for preparing polycarbonate via copolymerization of an epoxide compound and carbon dioxide using the complex as a catalyst. When the complex is used as a catalyst for copolymerizing an epoxide compound and carbon dioxide, it shows high activity and high selectivity and provides high-molecular weight polycarbonate, and thus easily applicable to commercial processes. In addition, after forming polycarbonate via carbon dioxide/epoxide copolymerization using the complex as a catalyst, the catalyst may be separately recovered from the copolymer.Type: GrantFiled: March 5, 2012Date of Patent: July 29, 2014Assignee: SK Innovation Co., Ltd.Inventors: Myungahn Ok, Jisu Jeong, BunYeoul Lee, S. Sujith, Anish Cyriac, JaeKi Min, JongEon Seong
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Patent number: 8507733Abstract: Provided are a complex prepared from ammonium salt-containing ligands and having such an equilibrium structural formula that the metal center takes a negative charge of 2 or higher, and a method for preparing polycarbonate via copolymerization of an epoxide compound and carbon dioxide using the complex as a catalyst. When the complex is used as a catalyst for copolymerizing an epoxide compound and carbon dioxide, it shows high activity and high selectivity and provides high-molecular weight polycarbonate, and thus easily applicable to commercial processes. In addition, after forming polycarbonate via carbon dioxide/epoxide copolymerization using the complex as a catalyst, the catalyst may be separately recovered from the copolymer.Type: GrantFiled: March 5, 2012Date of Patent: August 13, 2013Assignee: SK Innovation Co., Ltd.Inventors: Myungahn Ok, Jisu Jeong, BunYeoul Lee, Sujith S., Anish Cyriac, JaeKi Min, JongEon Seong
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Patent number: 8461289Abstract: New bioresorbable polymers are synthesized from monomer analogs of natural metabolites In particular, polymers are polymerized from analogs of amino acids that contribute advantageous synthesis, processing and material properties to the polymers prepared therefrom, including particularly advantageous degradation profiles.Type: GrantFiled: May 29, 2012Date of Patent: June 11, 2013Assignee: Rutgers, The State University of New JerseyInventors: Joachim B. Kohn, Durgadas Bolikal
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Patent number: 8288590Abstract: Biocompatible, bioresorbable polymers comprising a plurality of monomeric repeating units containing an amide group, wherein said amide groups are N-substituted and the N-substituent and degree of N-substitution are effective to lower the melt viscosity, the solution viscosity, or both, compared to the same polymer without N-substitution.Type: GrantFiled: July 14, 2011Date of Patent: October 16, 2012Assignee: Rutgers, The State University of New JerseyInventors: Joachim B. Kohn, Durgadas Bolikal, Jaap Schut, Ernest G. Baluca
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Publication number: 20120165575Abstract: Provided are a complex prepared from ammonium salt-containing ligands and having such an equilibrium structural formula that the metal center takes a negative charge of 2 or higher, and a method for preparing polycarbonate via copolymerization of an epoxide compound and carbon dioxide using the complex as a catalyst. When the complex is used as a catalyst for copolymerizing an epoxide compound and carbon dioxide, it shows high activity and high selectivity and provides high-molecular weight polycarbonate, and thus easily applicable to commercial processes. In addition, after forming polycarbonate via carbon dioxide/epoxide copolymerization using the complex as a catalyst, the catalyst may be separately recovered from the copolymer.Type: ApplicationFiled: March 5, 2012Publication date: June 28, 2012Applicant: SK ENERGY CO., LTD.Inventors: Myungahn OK, Jisu Jeong, BunYeoul Lee, Sujith S., Anish Cyriac, JaeKi Min, JongEon Seong
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Publication number: 20120157704Abstract: The present invention relates to a method for the hydroxylation of halogen aryl compounds carried out at a temperature lower than 200° C. in the presence of a catalytic system including a copper-based catalyst and a ligand L according to reaction scheme Formula (A), in which: R is selected from the groups having an acceptor inductive effect and the groups having a donor mesomer effect; M is selected from alkaline or alkaline-earth cations; X is a halogen atom; r is between 0 and 5; and the ligand L is selected from compounds having formula I.Type: ApplicationFiled: June 8, 2010Publication date: June 21, 2012Inventors: Marc Taillefer, Anis Tlilli, Florian Monnier, Ning Xia
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Patent number: 8093422Abstract: The present invention relates to a method for deuteration of a compound having an aromatic ring, using an activated catalyst, and the method comprises reacting a compound having an aromatic ring with heavy hydrogen source in the presence of an activated catalyst selected from a platinum catalyst, a rhodium catalyst, a ruthenium catalyst, a nickel catalyst and a cobalt catalyst.Type: GrantFiled: July 10, 2003Date of Patent: January 10, 2012Assignee: Wako Pure Chemical Industries, Ltd.Inventors: Nobuhiro Ito, Tsuneaki Maesawa, Kazushige Muto, Kosaku Hirota, Hironao Sajiki
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Patent number: 8008528Abstract: Biocompatible, bioresorbable polymers comprising a plurality of monomeric repeating units containing an amide group, wherein said amide groups are N-substituted and the N-substituent and degree of N-substitution are effective to lower the melt viscosity, the solution viscosity, or both, compared to the same polymer without N-substitution.Type: GrantFiled: October 17, 2007Date of Patent: August 30, 2011Assignee: Rutgers, The State University of New JerseyInventors: Joachim B. Kohn, Durgadas Bolikal, Jaap Schut, Ernest G. Baluca
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Patent number: 7951979Abstract: Trisubstituted phenol compounds and methods of using the compounds, e.g., for anesthetizing a subject, are disclosed.Type: GrantFiled: March 15, 2010Date of Patent: May 31, 2011Assignee: University of Iowa Research FoundationInventor: Max T. Baker
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Publication number: 20100234456Abstract: Compounds which inhibit the activity of anti-apoptotic Mcl-1 protein, compositions containing the compounds and methods of treating diseases during which are expressed the Mcl-1 protein are disclosed.Type: ApplicationFiled: May 25, 2010Publication date: September 16, 2010Applicant: ABBOTT LABORATORIESInventors: Michael D. Wendt, Hong Ding, Sheela A. Thomas, Steven W. Elmore, Wang Shen, Daniel A. Dickman, David Augeri
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Patent number: 7759527Abstract: The invention entitled “A Microwave Induced One Pot Process for The Preparation of Arylethenes” provides a method for the preparation of commercially important 2- or 4-hydroxy substituted arylethenes like styrenes or stilbenes in one pot utilizing cheaper substrates in the form of 2- or 4-hydroxy substituted cinnamic acids and their derivatives as well as reagents in the form of base such as sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium bicarbonate, sodium carbonate, potassium bicarbonate, potassium carbonate, ammonium acetate, imidazole, methylimidazole and the combination thereof, with or without solvent such as dimethylformamide, dimethylsulfoxide, ethylene glycol, diethylene glycol, acetonitrile, acetone, methyl imidazoles, ionic liquid, water and the like. The reaction time vary from 1 min-12 hrs and yield of the products from 49-76% depending upon the base, acid, substrate source of heating monomode or multimode microwave or conventional.Type: GrantFiled: March 27, 2007Date of Patent: July 20, 2010Assignee: Council of Scientific & Industrial ResearchInventors: Arun Kumar Sinha, Anuj A Sharma, Vinod Kumar
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Publication number: 20100174105Abstract: The present disclosure is directed to the production of 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate and the purification thereof. Synthesis pathways for a precursor to 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate are provided. The precursor is 5-tert-butyl-3-methylcatechol.Type: ApplicationFiled: December 31, 2009Publication date: July 8, 2010Inventors: Tak W. Leung, Gary A. Roth, Tao Tao, Kuanqiang Gao, Linfeng Chen
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Publication number: 20100145060Abstract: Embodiments of the invention provide a method of using Schwartz Reagent, Cp2Zr(H)Cl, without accumulating or isolating it. Methods provide mixtures of Cp2ZrCl2, reductants that selectively reduce Cp2ZrCl2, and substrates. After reaction of Cp2ZrCl2 and the reductant, an intermediate reduction product is formed, apparently Schwartz Reagent. The in situ Schwartz Reagent then selectively reduces certain functional groups on the substrate. Substrates include tertiary amides, tertiary benzamides, aryl O-carbamates, and heteroaryl N-carbamates, which are reduced to aldehydes, benzaldehydes, aromatic alcohols, and heteroaromatics, respectively. Compared to prior methods, reagents are inexpensive and stable, reaction times are short, and reaction temperature in certain cases is conveniently room temperature. It has been estimated that using the in situ method described herein instead of synthesized or commercially obtained Schwartz Reagent provides a 50% reduction in cost.Type: ApplicationFiled: December 3, 2009Publication date: June 10, 2010Inventors: Yigang Zhao, Victor A. Snieckus
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Patent number: 7678946Abstract: Trisubstituted phenol compounds and methods of using the compounds, e.g., for anesthetizing a subject, are disclosed.Type: GrantFiled: July 13, 2007Date of Patent: March 16, 2010Assignee: University of Iowa Research FoundationInventor: Max T. Baker
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Patent number: 7399890Abstract: The present process serves for the hydrodehalogenation of halogenated meta-cresols of the formula (I) in which the R1 to R4 radicals are each as defined in the description, and is characterized in that halogenated meta-cresols of the formula (I) are contacted with a catalyst which has been prepared by applying one or more salts of palladium and/or platinum and optionally copper salts to an aluminum oxide or titanium oxide support material, together with hydrogen, at temperatures between 100 and 250° C.Type: GrantFiled: December 7, 2004Date of Patent: July 15, 2008Assignee: Lanxess Deutschland GmbHInventors: Michael Pies, Klaus Schönauer, Volker Hassmann, Hermann Uhr
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Publication number: 20080114073Abstract: Trisubstituted phenol compounds and methods of using the compounds, e.g., for anesthetizing a subject, are disclosed.Type: ApplicationFiled: July 13, 2007Publication date: May 15, 2008Inventor: Max T. Baker
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Patent number: 7312368Abstract: A method for the selective reduction of an aromatic compound. The present invention provides a method for pre-venting the reduction of at least one halogen substituted aromatic ring of an aromatic compound, while allowing the reduction of at least one functional group on the aromatic compound. In the present invention at least one hydroxyl group is placed on the at least one halogen substituted aromatic ring to be protected from reduction. The aromatic compound is then reacted with at least one alkali metal in at least one nitrogen containing base and at least one alcohol at a ratio of the alcohol to the nitrogen containing base at which the aromatic ring with the hydroxyl group is protected from reduction, while the desired functional group is reduced.Type: GrantFiled: December 2, 2004Date of Patent: December 25, 2007Assignee: Mallinckrodt Inc.Inventors: Peter Xianqi Wang, Frank W. Moser
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Patent number: 7166337Abstract: The present invention relates to liquid-crystal mixtures having specific resistance values, comprising acidic compounds. The present invention furthermore relates to liquid-crystal displays containing these liquid-crystal mixtures. The invention furthermore relates to compounds of the formula I, in which the parameters are as defined in the text, to their preparation, and to their use for achieving certain specific resistance values in liquid-crystal mixtures. The application also relates to a method of adjusting the specific resistance of liquid-crystal mixtures using acidic compounds.Type: GrantFiled: July 19, 2001Date of Patent: January 23, 2007Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Michael Darius, Volker Reiffenrath, Kazuaki Tarumi, Bernhard Rieger, Michael Heckmeier, Marcus Reuter, Peer Kirsch
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Patent number: 6828466Abstract: A process to synthesize substituted phenols such as those of the general formula RR′R″Ar(OH) wherein R, R′, and R″ are each independently hydrogen or any group which does not interfere in the process for synthesizing the substituted phenol including, but not limited to, halo, alkyl, alkoxy, carboxylic ester, amine, amide; and Ar is any variety of aryl or hetroaryl by means of oxidation of substituted arylboronic esters is described. In particular, a metal-catalyzed C—H activation/borylation reaction is described, which when followed by direct oxidation in a single or separate reaction vessel affords phenols without the need for any intermediate manipulations. More particularly, a process wherein Ir-catalyzed borylation of arenes using pinacolborane (HBPin) followed by oxidation of the intermediate arylboronic ester by OXONE is described.Type: GrantFiled: July 15, 2003Date of Patent: December 7, 2004Assignee: Board of Trustees of Michigan State UniversityInventors: Robert E. Maleczka, Jr., Milton R. Smith, III, Daniel Holmes, Feng Shi
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Patent number: 6756512Abstract: The invention relates to a novel process for preparing 2-alkyl-3-chlorophenols.Type: GrantFiled: October 30, 2002Date of Patent: June 29, 2004Assignee: Bayer AktiengesellschaftInventors: Walter Hübsch, Reinhard Lantzsch, Thorsten Müh, Holger Weintritt
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Publication number: 20040073032Abstract: A process for preparing compounds of the formula (II), 1Type: ApplicationFiled: October 2, 2003Publication date: April 15, 2004Applicant: Clariant GmbHInventors: Andreas Meudt, Michael Erbes, Klaus Forstinger
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Publication number: 20030137241Abstract: The invention aims to provide a perylene derivative preparation process featuring satisfactory yields and improved preparation efficiency, a perylene derivative obtained by the process, and an organic EL device using the same.Type: ApplicationFiled: July 5, 2002Publication date: July 24, 2003Applicant: TDK CORPORATIONInventors: Tetsuji Fujita, Kensuke Ara, Tetsushi Inoue
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Patent number: 6586624Abstract: Preparation of 2,5-dichlorophenol by selectively oxidizing 1,4-dichlorobenzene using a peroxo-, hydroperoxo-, superoxo- or alkylperoxo-vanadium species in the presence of an &agr;-hydroxy-, dibasic-, tribasic- or sulfonic acid.Type: GrantFiled: December 12, 1995Date of Patent: July 1, 2003Assignee: Syngenta Participations AGInventors: Clive A. Henrick, Randall A. Scheuerman
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Publication number: 20030105350Abstract: A process for thermal benzylic bromination of a wide variety of benzylic compounds is described. Bromine is used as the bromination agent. Moderate temperatures are employed and the process can be used to produce in relatively pure form either mono- or dibrominated benzylic bromination products.Type: ApplicationFiled: December 5, 2001Publication date: June 5, 2003Inventors: Max K. Mortensen, Hassan Y. Elnagar, Ranjit K. Roy, Robert C. Herndon,, Robert H. Allen, David A. Caillet
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Publication number: 20030105365Abstract: Substituted pentacene compounds comprise at least one substituent selected from the group consisting of electron-donating substituents, halogen substituents, and combinations thereof; the substituent(s) each being bonded to a carbon atom of a terminal ring of pentacene, and being the only substituent(s); with the proviso that when the compound has only two substituents, both of which are methyl or alkoxy, and one substituent is bonded to the number 2 carbon atom, the other substituent, if methyl, is bonded to the number 1, 3, 4, 8, or 11 carbon atom and, if alkoxy, is bonded to the number 1, 3, 4, 8, 9, or 11 carbon atom; and with the further proviso that when the compound has only four substituents, all of which are alkoxy, the substituents are bonded to the numbers 2, 3, 9, and 10 carbon atoms.Type: ApplicationFiled: September 27, 2002Publication date: June 5, 2003Applicant: 3M Innovative Properties CompanyInventors: Terrance P. Smith, Dennis E. Vogel, Kim M. Vogel
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Publication number: 20030092944Abstract: The invention relates to a novel process for preparing 2-alkyl-3-chlorophenols.Type: ApplicationFiled: October 30, 2002Publication date: May 15, 2003Inventors: Walter Hbsch, Reinhard Lantzsch, Thorsten Mh, Holger Weintritt
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Publication number: 20030065229Abstract: Disclosed are an efficient, safe process for producing artepillin C and derivatives thereof by an organic synthesis. The process comprises a step of reacting a phenol derivative with an acrylate or acrylic acid.Type: ApplicationFiled: November 28, 2001Publication date: April 3, 2003Inventors: Hitoshi Hori, Yoshinori Nakagawa
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Patent number: 6476277Abstract: The present invention relates to a process for preparing hydroxyaromatics by oxidizing aromatics with dinitrogen monoxide in the gas phase in the presence of nanocrystalline zeolites.Type: GrantFiled: July 24, 2001Date of Patent: November 5, 2002Assignee: Bayer AktiengesellschafterInventors: Bernd Vogel, Elias Klemm, Mathias Seitz, Jochen Heller, Jörg Reiser
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Patent number: 6441205Abstract: The invention provides a novel compound 4-(p-methoxy-phenyl)-2-aminobutane exhibiting growth inhibition and antifeedant activity and represented by the structural formula. C11H17ON=4-(p-methoxy phenyl)-2-amino butane and an insecticidal composition comprising an effective amount of the novel compound and appropriate adjuvant.Type: GrantFiled: May 19, 2000Date of Patent: August 27, 2002Assignee: Council of Scientific and Industrial ResearchInventors: Sunil Kumar Chattopadhyay, Koneni Venkata Sashidhara, Vinayak Tripathi, Arun Kumar Tripathi, Veena Prajapati, Sushil Kumar
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Patent number: 6410803Abstract: A method for the preparation of p-fluorophenol by the alkaline hydrolysis of p-bromofluorobenzene in the presence of a copper-containing catalyst at an elevated temperature under pressure, the alkaline agent being a strong base, characterized in that said p-bromofluorobenzene, copper-containing catalyst and strong base are contacted with water where at least the base is gradually added to the reaction zone at an essentially uniform flow rate such that the addition of the base lasts at least the time required to complete the reaction in a batch operation, and less than 12 hours, and the molar ratio of the base is between 1.8 to 3 with respect to said p-bromofluorobenzene.Type: GrantFiled: January 5, 2000Date of Patent: June 25, 2002Assignee: Bromine Compounds LimitedInventor: Michel Adda
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Patent number: 6391925Abstract: A liquid composition of phenolic compounds can be formed in the substantial absence of a solvent and a surfactant. This composition includes at least one substituted phenol and a halo-substituted phenol. In one embodiment, the composition includes benzylchlorophenol and at least one of phenylphenol and tert-pentylphenol. In another embodiment, the composition includes benzylchlorophenol, phenylphenol, and tert-pentylphenol. The composition may be useful for preparing an antimicrobial material. A liquid phenolic composition can be prepared by forming a composition having at least one substituted phenol and a halo-substituted phenol in the substantial absence of a solvent and surfactant and mixing the composition until a liquid phenolic composition is formed.Type: GrantFiled: January 13, 2000Date of Patent: May 21, 2002Assignee: Ecolab Inc.Inventor: Kim R. Smith
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Patent number: 6323377Abstract: Preparation of 2,5-dichlorophenol by selectively oxidizing 1,4-dichlorobenzene using a peroxo-, hydroperoxo-, superoxo- or alkylperoxo-metal species in the presence of form or an alkanoic acid.Type: GrantFiled: September 8, 1998Date of Patent: November 27, 2001Assignee: Syngenta Participations AGInventors: Randall A. Scheuerman, Clive A. Henrick
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Patent number: 6313355Abstract: Tetrabromobisphenol-A is produced in a bromination process where no bromine or only a very small proportion of bromine is fed to the reactor. In the process aqueous hydrobromic acid, is the sole source or a major source of the bromine. In the process there are at least three concurrent continuous feeds to the reactor. One is composed of bisphenol-A and/or underbrominated bisphenol-A and a water-miscible organic solvent. The second is gaseous hydrogen bromide or preferably, aqueous hydrobromic acid, and the third is aqueous hydrogen peroxide. Optionally a small additional continuous feed of bromine can be employed. The feeds are proportioned to maintain a liquid phase containing (i) from above about 15 to about 85 wt % water, based upon the amount of water and water-miscible organic solvent in such liquid phase, and (ii) an amount of unreacted bromine that is in excess over the stoichiometric amount theoretically required to convert the bisphenol-A and/or underbrominated bisphenol-A to tetrabromobisphenol-A.Type: GrantFiled: July 12, 2000Date of Patent: November 6, 2001Inventors: Thanikavelu Manimaran, Richard A. Holub, Randall S. Barton
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Patent number: 6300527Abstract: This invention relates, inter alia, to a process for the production of tetrabromobisphenol-A by the bromination of bisphenol-A and/or underbrominated bisphenol-A, which process features: a water and water-miscible organic solvent reaction medium; a relatively high reaction temperature; and the presence, in the reaction medium, of both (i) excess unreacted Br2 during the feed of bisphenol-A to the reactor, and (ii) sufficient HBr to protect the tetrabromobisphenol-A produced against undesirable color formation. Tetrabromobisphenol-A precipitates from the reaction mass and is easily recovered. Product of high purity (97% or more) and very low color (APHA of 50 or less) can be produced, even when using large excesses of bromine in the reaction.Type: GrantFiled: July 12, 2000Date of Patent: October 9, 2001Assignee: Albemarle CorporationInventors: Thanikavelu Manimaran, Hassan Y. Elnagar, Richard A. Holub, Alvin E. Harkins, Jr., Bonnie G. McKinnie
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Patent number: 6274776Abstract: Preparation of 2,5-dichlorophenol by selectively oxidizing 1,4-dichlorobenzene using a peroxo-, hydroperoxo-, superoxo- or alkylperoxo-metal species in the presence of an &agr;-hydroxy-, dibasic-, tribasic- or sulfonic acid.Type: GrantFiled: December 12, 1995Date of Patent: August 14, 2001Assignee: Syngenta ParticipationsInventors: Clive A. Henrick, Randall A. Scheuerman
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Patent number: 6265621Abstract: The present invention provides a process for producing a halogenated phenol compound represented by the general formula [II]: wherein Q is a monovalent organic residue, A is, the same or different, a hydrogen atom, halogen atom, —SO3H or —SO3Na group, or A at the ortho-position relative to Q may be combined with Q to form a divalent organic residue and X is a halogen atom including each isotope thereof, which comprises the step of reacting in a solvent a phenol compound represented by the general formula [I]: wherein X, Q and A have the same meanings as defined above, with a halide ion represented by the general formula X− wherein X has the same meanings as defined above, in the presence of a semiconductor catalyst with a photocatalytic activity under light irradiation conditions. According to the present invention, the halogenated phenol compound can be produced under moderate conditions.Type: GrantFiled: August 15, 2000Date of Patent: July 24, 2001Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroshi Komori, Kazuhiko Nishioka
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Patent number: 6242609Abstract: A method for manufacturing a color coupler used in a silver halide photographic light-sensitive material using an ammonium trihalide. Said method for manufacturing the color coupler comprising the following step: a step for halogenating a coupling position of a four equivalent coupler using a halogenating agent, wherein said halogenating agent is said ammonium trihalide.Type: GrantFiled: April 7, 1999Date of Patent: June 5, 2001Assignee: Konica CorporationInventor: Fumio Ishii
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Patent number: 6235946Abstract: Tetrabromobisphenol-A is produced in a bromination process where no bromine or only a very small proportion of bromine is fed to the reactor. In the process aqueous hydrobromic acid, is the sole source or a major source of the bromine. In the process there are at least three concurrent continuous feeds to the reactor. One is composed of bisphenol-A and/or underbrominated bisphenol-A and a water-miscible organic solvent. The second is gaseous hydrogen bromide or preferably, aqueous hydrobromic acid, and the third is aqueous hydrogen peroxide. Optionally a small additional continuous feed of bromine can be employed. The feeds are proportioned to maintain a liquid phase containing (i) from above about 15 to about 85 wt % water, based upon the amount of water and water-miscible organic solvent in such liquid phase, and (ii) an amount of unreacted bromine that is in excess over the stoichiometric amount theoretically required to convert the bisphenol-A and/or underbrominated bisphenol-A to tetrabromobisphenol-A.Type: GrantFiled: October 12, 1999Date of Patent: May 22, 2001Assignee: Albemarle CorporationInventors: Thanikavelu Manimaran, Richard A. Holub, Randall S. Barton
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Patent number: 6218584Abstract: This invention relates, inter alia, to a process for the production of tetrabromobisphenol-A by the bromination of bisphenol-A and/or underbrominated bisphenol-A, which process features: a water and water-miscible organic solvent reaction medium; a relatively high reaction temperature; and the presence, in the reaction medium, of both (i) excess unreacted Br2 during the feed of bis-phenol-A to the reactor, and (ii) sufficient HBr to protect the tetrabromobisphenol-A produced against undesirable color formation. Tetrabromobisphenol-A precipitates from the reaction mass and is easily recovered. Product of high purity (97% or more) and very low color (APHA of 50 or less) can be produced, even when using large excesses of bromine in the reaction.Type: GrantFiled: June 10, 1999Date of Patent: April 17, 2001Assignee: Albemarle CorporationInventors: Thanikavelu Manimaran, Hassan Y. Elnagar, Richard A. Holub, Alvin E. Harkins, Jr., Bonnie G. McKinnie
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Patent number: 6162953Abstract: This invention relates to a process for the production of tetrabromobisphenol-A by the bromination of bisphenol-A, which process features the addition of bisphenol-A to a reaction mass containing unreacted Br.sub.2 and 30 to 85 wt % water and an alcohol solvent, the reaction mass being at a relatively high temperature.Type: GrantFiled: September 28, 1999Date of Patent: December 19, 2000Assignee: Albemarle CorporationInventors: Bonnie G. McKinnie, Richard A. Holub, Hassan Y. Elnagar
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Patent number: 6156939Abstract: The invention relates to a process for the hydroxylation of aromatic hydrocarbons by direct oxidation with hydrogen peroxide. The process is carried out in the presence of a catalyst comprising:iron, administered as inorganic salt;iron ligand, consisting of carboxylic acids of ether-aromatic compounds containing nitrogen, in particular pyrazin-2-carboxylic acid and derivatives;acidifying agent, especially trifluoracetic acid, and a solvent system comprising an organic phase consisting of a substrate and acetonitrile and an aqueous phase containing the catalyst and hydrogen peroxide.Type: GrantFiled: April 4, 2000Date of Patent: December 5, 2000Assignee: Enichem S.p.A.Inventors: Rodolfo Vignola, Ezio Battistel, Daniele Bianchi, Rossella Bortolo, Roberto Tassinari
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Dihalopropene compounds, their use as insecticides/acaricides and intermediates for their production
Patent number: 6140274Abstract: Dihalopropene compounds of the general formula: ##STR1## wherein R.sup.1 is substituted alkyl; R.sup.2, R.sup.3 and R.sup.4 are each independently halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, nitro or cyano; A is O, S(O).sub.t or NR.sup.14 in which R.sup.14 is H or alkyl and t is 0 to 2; B is substituted alkylene, alkenylene or alkynylene; r is 0 to 2; X's are each independently halogen; Y is O, S or NH; Z is O, S or NR.sup.25 in which R.sup.25 is H, acetyl or alkyl, which are useful as active ingredients of insecticidal/acaricidal agents.Type: GrantFiled: June 12, 1998Date of Patent: October 31, 2000Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroshi Ikegami, Keiichi Izumi, Masaya Suzuki, Noriyasu Sakamoto, Hirotaka Takano -
Patent number: 6084137Abstract: This invention relates to a process for the production of tetrabromobisphenol-A by the bromination of bisphenol-A, which process features the addition of bisphenol-A to a reaction mass containing unreacted Br.sub.2 and 30 to 85 wt. % water and an alcohol solvent, the reaction mass being at a relatively high temperature.Type: GrantFiled: October 21, 1997Date of Patent: July 4, 2000Assignee: Albemarle CorporationInventors: Bonnie G. McKinnie, Richard A. Holub, Hassan Y. Elnagar
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Patent number: 6037503Abstract: A process for the preparation of p-fluorophenol, which comprises hydrolyzing p-bromofluorobenzene with a mixture of NaOH and Na.sub.2 CO.sub.3 in the presence of a copper catalyst.Type: GrantFiled: July 14, 1998Date of Patent: March 14, 2000Assignee: Bromine Compounds Ltd.Inventors: Jakob Oren, Michel Adda
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Patent number: 5849959Abstract: The present invention relates to compounds of the formula (1) ##STR1## where R is H, a straight-chain or branched alkyl radical with 1 to 6 carbons, a fluorinated straight-chain or branched alkyl radical with 1 to 6 carbons, a benzyl radical, or a benzyl radical substituted by an alkyl group or alkoxy group with 1 to 4 carbons each, or by halogen, X is H, Cl, Br or I, and X is different from R, and a process for their preparation.Type: GrantFiled: December 11, 1996Date of Patent: December 15, 1998Assignee: Clariant GmbHInventors: Ralf Pfirmann, Rainer Wingen
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Patent number: 5817890Abstract: The present invention relates to new fluorinated hexane compounds corresponding to the following general formula (II): ##STR1## in which X'.sub.2, X'.sub.3, and X'.sub.4 are the same or different, and denote a halogen or a pseudohalogen, preferably a halogen, more preferably chlorine and fluorine, with the condition that, when R.sub.1 is hydroxyl, cyano, amido, imido, ethoxy, benzyloxy, cyclohexyloxy and tert-butoxy, not all the halogens can simultaneously be chlorine and R.sub.4, R.sub.3 and R.sub.5 are simultaneously equal to H;R.sub.1 denotes a hydrogen, a hydrocarbon chain such as an alkyl chain, alkoxy, cycloalkyl ether, an aromatic group, aromatic ether or an alkoxy, carbonyl, carboxyl or acyloxy, cyano, amido, imido or hydroxyl group;R.sub.Type: GrantFiled: March 9, 1995Date of Patent: October 6, 1998Assignee: Rhone-Poulenc ChimieInventors: Lucette Duhamel, Pierre Duhamel, Bertrand Leblond, Jean-Marie Poirier
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Patent number: 5723690Abstract: This invention relates to a process for the production of tetrabromobisphenol-A by the bromination of bisphenol-A, which process features: a water and water miscible solvent reaction medium; a relatively high reaction temperature; the presence, in the reaction medium, of unreacted Br.sub.2 during the feed of bisphenol-A to the reactor; and the oxidation of co-produced HBr to yield Br.sub.2.Type: GrantFiled: October 30, 1995Date of Patent: March 3, 1998Assignee: Albemarle CorporationInventor: Bonnie G. McKinnie
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Patent number: 5663207Abstract: Gem-Dichlorocyclopropanes (Analog II derivatives) which demonstrate antiproliferative activity toward MCF-7 cells, in vitro and are generally not reversed by estradiol or having intrinsic estrogenicity (except the hydroxyphenyl derivative Compound 30). In general the cyclopropane compounds have the formula: ##STR1## or any pharmaceutically acceptable salt thereof. X is selected from a group consisting of hydrogen and halogen atoms. The group R.sub.1 may he a hydrogen atom, an alkyl group, an acyl group, or an arylalkyl group. The group R.sub.2 may be a hydrogen atom, an unsubstituted aryl group or a substituted aryl group. The group R.sub.3 may be a hydrogen atom, an alkyl group, a cycloalkyl group, a substituted aryl group or an unsubstituted aryl group. The group R.sub.4 may be a hydrogen atom, an unsubstituted aryl group or a substituted aryl group. The R.sub.4 is absent when R.sub.Type: GrantFiled: January 20, 1995Date of Patent: September 2, 1997Assignee: Research Corporation TechnologiesInventors: Robert A. Magarian, Joseph T. Pento, May T. Griffin