Processes Of Preparing, Purifying, Or Recovering Benzene Ring Containing Compound Patents (Class 570/190)
  • Patent number: 9169168
    Abstract: Ethylene is produced from ethane in three steps: first, ethane is oxychlorinated to produce ethyl chloride and water; second, ethyl chloride from the first step is cracked to produce ethylene and hydrogen chloride; and third, the hydrogen chloride from the second step is recycled to the front step.
    Type: Grant
    Filed: April 10, 2013
    Date of Patent: October 27, 2015
    Inventor: John E. Stauffer
  • Patent number: 9040013
    Abstract: A method of preparing functionalized graphene, comprises treating graphene with an alkali metal in the presence of an electron transfer agent and coordinating solvent, and adding a functionalizing compound. The method further includes quenching unreacted alkali metal by addition of a protic medium, and isolating the functionalized graphene.
    Type: Grant
    Filed: August 4, 2011
    Date of Patent: May 26, 2015
    Assignee: Baker Hughes Incorporated
    Inventor: Anil K. Sadana
  • Publication number: 20150126779
    Abstract: This invention selectively synthesizes a cycloparaphenylene compound having 10, 11, or 13 benzene rings. The invention also synthesizes a cycloparaphenylene compound in which a functional group is introduced into a desired portion. By reacting specific raw materials using a specific reaction, a cyclic compound having 10, 11, or 13 bivalent aromatic hydrocarbon groups, bivalent heterocyclic groups, or derivative groups thereof can be selectively obtained as a pure substance.
    Type: Application
    Filed: March 7, 2013
    Publication date: May 7, 2015
    Inventors: Kenichiro Itami, Yasutomo Segawa, Haruka Omachi, Sanae Matsuura, Yusuke Nakanishi, Yuuki Ishii
  • Patent number: 8936757
    Abstract: Apparatuses and processes are provided for stripping gaseous hydrocarbons from particulate material. One process comprises the step of contacting particles containing hydrocarbons with a stripping vapor in countercurrent flow to remove at least a portion of the hydrocarbons with the stripping vapor to form stripped particles. Contacting the particles includes advancing the particles down a sloping element of a structured packing toward a reinforcing rod that is disposed along a lower channel portion of the sloping element. The particles are advanced over the reinforcing rod. The particles are contacted with the stripping vapor that is rising up adjacent to the lower channel portion.
    Type: Grant
    Filed: December 28, 2011
    Date of Patent: January 20, 2015
    Assignee: UOP LLC
    Inventors: Erick D. Gamas-Castellanos, Mitchell John Kowalczyk
  • Patent number: 8901361
    Abstract: A method for synthesizing 3,5-dichloroanisole from 1,3,5-trichloro-benzene is proved. The method may comprises: a) the reaction between 1,3,5-trichloro-benzene and a methanolate of an alkaline or alkaline-earth metal in a first solvent chosen from among dimethylsulfoxide and 1,1,3,3-tétramethylurea, b) the precipitation of the product resulting from step a) in a second solvent which is not included among substances considered carcinogenic, mutagenic and/or toxic for reproduction by Regulation (EC) no 1272/2008 of the European Parliament and of the Council of 16 Dec. 2008, then c) the recovery of the precipitate thus obtained. The method may be applied to synthesize 1,3,5-triamino-2,4,6-trinitrobenzene in which 3,5-dichloroanisole is an intermediate product.
    Type: Grant
    Filed: January 12, 2011
    Date of Patent: December 2, 2014
    Assignee: Commissariat a l'Energie Atomique et aux Energies Alternatives
    Inventors: Eric Pasquinet, Anne Wuillaume, Didier Poullain, Etienne Kosciusko-Morizet
  • Patent number: 8889926
    Abstract: A method for the synthesis of 1,3-di(chloropropyl)-5-tert-butyl benzene includes the steps of conducting Friedl-Crafts alkylation of 1,3-diisopropyl benzene by tert-butyl chloride in the presence of an alkylation catalyst to obtain 1-tert-butyl-3,5-diisopropylbenzene; peroxidizing the 1-tert-butyl-3,5-diisopropyl benzene by gaseous oxygen in the presence of a peroxidation catalyst in a basic solution to obtain 1,3-di(peroxypropyl)-5-tert-butylbenzene; reducing the 1,3-di(peroxypropyl)-5-tert-butylbenzene with a reducing agent to 1,3-di(hydroxylpropyl)-5-tert-butylbenzene; and chlorinating the 1,3-di(hydroxypropyl)-5-tert-butylbenzene to obtain 1,3-di(chloropropyl)-5-tert-butyl benzene.
    Type: Grant
    Filed: July 2, 2012
    Date of Patent: November 18, 2014
    Assignee: The University of Akron
    Inventors: Joseph P. Kennedy, Gabor Erdodi
  • Publication number: 20140249329
    Abstract: Methods of halogenating a carbon containing compound having an sp3 C—H bond are provided. Methods of fluorinating a carbon containing compound comprising halogenation with Cl or Br followed by nucleophilic substitution with F are provided. Methods of direct oxidative C—H fluorination of a carbon containing compound having an sp3 C—H bond are provided. The halogenated products of the methods are provided.
    Type: Application
    Filed: August 20, 2012
    Publication date: September 4, 2014
    Applicant: The Trustees of Princeton University
    Inventors: John T. Groves, Wei Liu
  • Patent number: 8722942
    Abstract: A method produces a biphenyl derivative, with an industrially high yield and excellent productivity, by use of a raw material which is low in cost and toxicity. The method for producing the biphenyl derivative represented by Formula (1) is characterized in that a chlorine atom in a benzene derivative represented by Formula (2) reacts with magnesium metal to convert the benzene derivative into a Grignard reagent, and then the Grignard reagent is subjected to a coupling reaction in the presence of a catalyst and a dichloropropane: (wherein A represents at least one selected from alkyl groups, alkoxy groups, alkoxymethyl groups, a vinyl group, phenyl groups and chlorine, and n represents an integer of 1 to 4).
    Type: Grant
    Filed: October 12, 2007
    Date of Patent: May 13, 2014
    Assignee: Toray Fine Chemicals Co., Ltd.
    Inventors: Tamio Hayashi, Jiro Nakatani
  • Patent number: 8642821
    Abstract: This invention relates to novel and useful toluene and styrene derived telomer distributions, such distributions being desirable substrates for the preparation of brominated flame retardants.
    Type: Grant
    Filed: November 30, 2009
    Date of Patent: February 4, 2014
    Assignee: Albemarle Corporation
    Inventors: William J. Layman, Jr., Charles H. Kolich, Arthur G. Mack, Steven A. Anderson, Jonathan P. McCarney, Jorge Morice, Zhongxin Ge, Junzuo Wang
  • Publication number: 20140021405
    Abstract: The present invention relates to a liquid-crystal medium which comprises a component A which consists of one or more compounds of the formula IA (IA), in which the parameters have the respective meanings given in the claims or in the text, and to the corresponding, novel mesogenic compounds and to the preparation thereof. The present invention likewise relates to the use of these liquid-crystal media, in particular in components for high-frequency technology, and to components of this type which contain the media according to the invention, and to the production and use of these components. The components according to the invention are suitable, in particular, for phase shifters in the microwave and millimetre wave region, for microwave and millimetre wave array antennae and very particularly for so-called tuneable “reflectarrays”.
    Type: Application
    Filed: February 28, 2012
    Publication date: January 23, 2014
    Applicant: MERCK PATENT GMBH
    Inventors: Atsutaka Manabe, Dagmar Klass, Christian Jasper, Volker Reiffenrath, Detlef Pauluth
  • Patent number: 8633289
    Abstract: An improved process and method for the formation of stable intermediate cyclophanes. Embodiments describe a general method for the production of substituted and unsubstituted cyclophanes. The components include a pyrolysis reaction tube that may be electrically heated into which a flowing stream of nitrous oxide with xylene vapor in an optional inert carrier gas at atmospheric pressure. The exit gas is condensed resulting in the deposition of [2,2?]paracyclophane. Additionally a process and method whereby the reactive intermediates of the reaction described above can be directly deposited and polymerized at atmospheric pressures or thereabout is disclosed.
    Type: Grant
    Filed: August 30, 2012
    Date of Patent: January 21, 2014
    Assignee: Carver Scientific, Inc.
    Inventors: David R. Carver, Sean W. Reynolds
  • Publication number: 20130281745
    Abstract: Multi-phase biopolymer catalyst support systems, methods of synthesizing a biopolymer material for use in a multi-phase biopolymer catalyst support system, and methods for catalyzing reactions with a multi-phase biopolymer catalyst support system are described.
    Type: Application
    Filed: April 20, 2012
    Publication date: October 24, 2013
    Applicant: EMPIRE TECHNOLOGY DEVELOPMENT LLC
    Inventor: Glen Leon Brizius
  • Patent number: 8558041
    Abstract: The present invention provides isothermal multitube reactors suitable for the production of chlorinated and/or fluorinated propene and higher alkenes from the reaction of chlorinated and/or fluorinated alkanes and chlorinated and/or fluorinated alkenes. The reactors utilize a feed mixture inlet temperature at least 20° C. different from a desired reaction temperature.
    Type: Grant
    Filed: October 8, 2010
    Date of Patent: October 15, 2013
    Assignee: Dow Global Technologies, LLC
    Inventors: Max M. Tirtowidjojo, Hua Bai, Debashis Chakraborty, Juergen Eiffler, Heinz Groenewald, Kurt F. Hirsekorn, Manfred Kokott, William J. Kruper, Jr., Thomas U. Luebbe, Avani M. Patel, Shirley S. Sexton, Peter Wenzel, Marcus Wobser
  • Publication number: 20130172191
    Abstract: A method to inhibit the ethylene response in plants with cyclopropene compounds by first generating stable cyclopropane precursor compounds and then converting these compounds to the gaseous cyclopropene antagonist compound by use of a reducing or nucleophilic agent.
    Type: Application
    Filed: February 25, 2013
    Publication date: July 4, 2013
    Inventors: Richard Martin Jacobson, Martha Jean Kelly, William Nixon James
  • Publication number: 20130150607
    Abstract: This invention is directed to a new process for making an alkylaromatic compound. In an embodiment of this invention, the process is directed to selective synthesizing an alkylaromatic compound comprising a high amount of dialkylate product. In general, this process involves contacting at least one alkylatable aromatic compound with an alkylating agent and a catalyst under suitable reaction conditions such that the resulting reactor effluent prior to any stripping step may be characterized by a dialkylate product content of at least 44 wt % and a trialkylate and higher polyalkylate product content of no more than 20 wt %. The alkylaromatic compounds produced have excellent thermal and oxidative stabilities, good additive solvency, and improved seal compatibility while maintaining good VI and low temperature properties. They are useful as lubricant basestocks and lubricant additives.
    Type: Application
    Filed: December 7, 2011
    Publication date: June 13, 2013
    Inventor: Beth A. WINSETT
  • Publication number: 20130150608
    Abstract: This invention is directed to an improvement in the process for the production of alkylaromatic compounds that results in lower levels of residual unreacted materials in the final product. This invention comprises: 1) alkylation of an aromatic compound with an alkylating agent and a catalyst to produce an effluent stream comprising an alkylaromatic compound and unreacted materials; 2) heating the effluent stream; 3) stripping the effluent stream in a stripping device in the presence of steam; 4) separating a stripping stream from the stripping device, the stripping stream rich in unreacted materials; and 5) separating a product stream from the stripping device, the product stream rich in alkylated aromatic compound.
    Type: Application
    Filed: December 13, 2011
    Publication date: June 13, 2013
    Inventors: Beth A. Winsett, James I. Arnett, II, Kenwyn M. Leger, Brady A. Compton
  • Publication number: 20130109827
    Abstract: An improved process and method for the formation of stable intermediate cyclophanes. Embodiments describe a general method for the production of substituted and unsubstituted cyclophanes. The components include a pyrolysis reaction tube that may be electrically heated into which a flowing stream of nitrous oxide with xylene vapor in an optional inert carrier gas at atmospheric pressure. The exit gas is condensed resulting in the deposition of [2,2?]paracyclophane. Additionally a process and method whereby the reactive intermediates of the reaction described above can be directly deposited and polymerized at atmospheric pressures or thereabout is disclosed.
    Type: Application
    Filed: August 30, 2012
    Publication date: May 2, 2013
    Applicant: CARVER SCIENTIFIC, INC.
    Inventors: David R. Carver, Sean W. Reynolds
  • Publication number: 20130035500
    Abstract: A method of preparing functionalized graphene, comprises treating graphene with an alkali metal in the presence of an electron transfer agent and coordinating solvent, and adding a functionalizing compound. The method further includes quenching unreacted alkali metal by addition of a protic medium, and isolating the functionalized graphene.
    Type: Application
    Filed: August 4, 2011
    Publication date: February 7, 2013
    Applicant: BAKER HUGHES INCORPORATED
    Inventor: Anil K. Sadana
  • Publication number: 20120316340
    Abstract: The use of metal-accumulating plants for implementing chemical reactions.
    Type: Application
    Filed: November 18, 2010
    Publication date: December 13, 2012
    Applicants: UNIVERSITE MONTPELLIER 2 SCIENCES ET TECHNIQUES, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE
    Inventors: Claude Grison, Jose Escarre
  • Publication number: 20120253075
    Abstract: The present invention relates to a method for producing carbon nanomaterials and/or carbon micromaterials, in particular multi-wall carbon nanotubes. The method is characterized according to the invention in that at least one molecule that has a reactive group in terminal position is bound to the surface of the material. In addition, the invention also relates to a correspondingly modified material.
    Type: Application
    Filed: September 16, 2010
    Publication date: October 4, 2012
    Applicant: FUTURECARBON GMBH
    Inventors: Jens Helbig, Christian Zenkel
  • Publication number: 20120157691
    Abstract: A practical and efficient method for halogenation of activated carbon atoms using readily available N-haloimides and a Lewis acid catalyst has been disclosed. This methodology is applicable to a range of compounds and any halogen atom can be directly introduced to the substrate. The mild reaction conditions, easy workup procedure and simple operation make this method valuable from both an environmental and preparative point of view.
    Type: Application
    Filed: February 24, 2012
    Publication date: June 21, 2012
    Applicant: JAPAN SCIENCE AND TECHNOLOGY AGENCY
    Inventors: Yanhua ZHANG, Hisashi YAMAMOTO, Kazutaka SHIBATOMI
  • Publication number: 20120126180
    Abstract: The present invention relates to substituted benz[a]anthracene derivatives, to the preparation and use thereof in organic electroluminescent devices, and to organic electroluminescent devices, in particular blue-emitting devices, in which these compounds are used as matrix material or dopant in the emitting layer and/or as hole-transport material and/or as electron-transport material.
    Type: Application
    Filed: July 5, 2010
    Publication date: May 24, 2012
    Applicant: Merck Patent GmbH
    Inventors: Amir Hossain Parham, Arne Buesing, Holger Heil, Philipp Stoessel, Michael Holbach
  • Publication number: 20120115714
    Abstract: The present invention provides the catalyst precursor that has excellent safety and stability, has high stable activity retention rate, can be recycled, increases yield resulted from a reaction, and is easily processed into various forms. The catalyst precursor comprises a structure in which the entire structure is composed of gold or a gold-based alloy and the surface of the structure is modified with elemental sulfur, or at least the surface of the structure is composed of gold or a gold-based alloy and the surface of the structure is modified with elemental sulfur, and a catalytic metal compound supported on the structure, wherein the catalyst precursor has peaks derived from the catalytic metal compound and also sulfur as analyzed by photoelectron spectroscopy, and wherein the peak derived from sulfur is of the sulfur 1s orbital observed within a range of 2470 eV±2 eV in terms of the peak top position.
    Type: Application
    Filed: July 16, 2010
    Publication date: May 10, 2012
    Applicant: FURUYA METAL CO., LTD.
    Inventors: Mitsuhiro Arisawa, Satoshi Shuto, Naoyuki Hoshiya
  • Patent number: 8163965
    Abstract: The invention describes a process for the purification of iodinated aryl compounds where the purification is performed by continuous crystallization of a crude product in a solvent with removal of at least a fraction of the solvent. The continuous crystallization process is performed in one or more crystallizers at the boiling point of the content of the crystallizer.
    Type: Grant
    Filed: July 28, 2006
    Date of Patent: April 24, 2012
    Assignee: GE Healthcare AS
    Inventors: Jan Cervenka, Khalid Hussain, Arne W. Aabye
  • Publication number: 20110224467
    Abstract: This invention relates to novel and useful toluene and styrene derived telomer distributions, such distributions being desirable substrates for the preparation of brominated flame retardants.
    Type: Application
    Filed: November 30, 2009
    Publication date: September 15, 2011
    Applicant: Albemarle Corporation
    Inventors: William J. Layman, JR., Charles H. Kolich, Arthur G. Mack, Steven A. Anderson, Jonathan P. McCarney, Junzuo Wang, Jorge Morice, Zhongxin Ge
  • Publication number: 20110224320
    Abstract: New branched or star-branched styrene polymeric, telomeric, and monomeric product distributions, their preparation, their use as raw materials for bromination to produce flame retardants, the flame retardants themselves, and their use as flame retardants in various polymeric substrates are described.
    Type: Application
    Filed: November 30, 2009
    Publication date: September 15, 2011
    Applicant: ALBEMARLE CORPORATION
    Inventors: William J. Layman, JR., Charles H. Kolich, Arthur G. Mack, Jonathan P. McCarney, Govindarajulu Kumar, Junzuo Wang, Jorge Morice, Zhongxin Ge, Bo Liu, Ravindra R. Joshi, Hoover B. Chew, Douglas W. Luther, Kimberly M. White
  • Publication number: 20110112275
    Abstract: The present invention relates to condensed aromatic compounds with multiple ring bridging of the general formulae (1), (2), (3), (4) and (5). The invention furthermore relates to the use of the compounds according to the invention in an organic electronic device and to a process for the preparation of the compounds according to the invention. The invention furthermore relates to an electronic device which comprises the compounds according to the invention.
    Type: Application
    Filed: October 1, 2009
    Publication date: May 12, 2011
    Applicant: Merck Patent GmbH
    Inventors: Amir Hossain Parham, Christof Pflumm, Holger Heil, Arne Buesing
  • Patent number: 7893270
    Abstract: The present invention relates to a process for the preparation of compounds of formula (I), wherein the substituents are as defined in claim 1, by reacting a compound of formula (II), with a bromine or chlorine source to form a compound of formula (III), wherein X is chlorine or bromine; reacting that compound with water to form the compound of formula (IV), converting that compound, using a compound of formula (V), wherein M+ is the hydrogen cation or an alkali metal ion, alkaline earth metal ion or ammonium ion, into the compound of formula (VI), and treating that compound with a cyanide source in the presence of a base.
    Type: Grant
    Filed: April 29, 2005
    Date of Patent: February 22, 2011
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: David Anthony Jackson, Andrew Edmunds, Martin Charles Bowden, Ben Brockbank
  • Patent number: 7893306
    Abstract: A process for producing biphenyl derivatives represented by formula (1), including reacting a chlorine atom of a benzene derivative represented by formula (2) with metallic magnesium to form a Grignard reagent, and coupling two molecules of the Grignard reagent with each other in the presence of a catalyst. (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.) (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.
    Type: Grant
    Filed: October 25, 2006
    Date of Patent: February 22, 2011
    Assignees: Toray Fine Chemicals Co., Ltd.
    Inventors: Tamio Hayashi, Jiro Nakatani
  • Patent number: 7851662
    Abstract: High assay reaction-derived decabromodiphenylethane product is produced and provided. The process comprises feeding diphenylethane, a partially brominated diphenylethane, or both subsurface into the liquid phase of a reaction mixture formed from components comprising excess liquid bromine and aluminum-based Lewis acid bromination catalyst. The temperature of the reaction mixture, the catalyst concentration in the excess bromine in the reaction mixture, and the feed time are coordinated in the processes to produce high assay reaction-derived decabromodiphenylethane product. Ways of effecting such coordination are described.
    Type: Grant
    Filed: August 17, 2007
    Date of Patent: December 14, 2010
    Assignee: Albemarle Corporation
    Inventor: Bonnie Gary McKinnie
  • Publication number: 20100268003
    Abstract: Processes for preparing brominated aromatic flame retardant having a reduced content of occluded free bromine are described. The processes comprise subdividing, during bromination of an aromatic compound, solid particles that form in a bromination reaction mixture in which an excess of liquid bromine and a Lewis acid bromination catalyst are present, said subdividing taking place within the confines of said reaction mixture. Subdivision is effected by grinding, milling, or sonication.
    Type: Application
    Filed: November 24, 2008
    Publication date: October 21, 2010
    Applicant: ALBEMARLE CORPORATION
    Inventors: Saadat Hussain, Arthur G. Mack
  • Publication number: 20100230634
    Abstract: A method produces a biphenyl derivative, with an industrially high yield and excellent productivity, by use of a raw material which is low in cost and toxicity. The method for producing the biphenyl derivative represented by Formula (1) is characterized in that a chlorine atom in a benzene derivative represented by Formula (2) reacts with magnesium metal to convert the benzene derivative into a Grignard reagent, and then the Grignard reagent is subjected to a coupling reaction in the presence of a catalyst and a dichloropropane: (wherein A represents at least one selected from alkyl groups, alkoxy groups, alkoxymethyl groups, a vinyl group, phenyl groups and chlorine, and n represents an integer of 1 to 4).
    Type: Application
    Filed: October 12, 2007
    Publication date: September 16, 2010
    Applicants: TORAY FINE CHEMICALS CO., LTD.
    Inventors: Tamio Hayashi, Jiro Nakatani
  • Patent number: 7781615
    Abstract: The present invention relates to a novel a process for the preparation of the compound of the general formula (I), wherein R1 and R2 are independently H or C1-6 alkyl, which comprises treating with a reducing agent either a compound of the general formula (II), wherein R1 and R2 have the meanings given for the compound of the formula (I), R3 is H or C1-4alkyl and Ph is phenyl, or a compound of the general formula (III), wherein R1, R2, R3 and Ph have the meanings given for the compound of the formula (II), the reducing agent being effective to cleave the benzyl moiety Ph-CH(R3)— from the benzylamino moiety PhCH(R3)NH— in the compound of the formula (II) or in the compound of the formula (III) to leave an amino group and, in addition, in the case of the compound of the formula (III), to reduce both the 2,3-double bond and the double bond joining the R1R2C— moiety to the 9-position of the benzonorbornene ring to single bonds.
    Type: Grant
    Filed: December 11, 2006
    Date of Patent: August 24, 2010
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Hans Tobler, Harald Walter, Camilla Corsi, Josef Ehrenfreund, Fanny Giordano, Martin Zeller
  • Publication number: 20090247795
    Abstract: A method of efficiently synthesizing 9-aryl-10-iodoanthracene from 9-arylanthracene by a simple procedure is provided. By mixing an iodinating agent that is a substance having a structure of an amide group in which nitrogen of the amide group and iodine are directly bonded to each other, an acid, and 9-arylanthracene, iodine is introduced into the 10-position of 9-arylanthracene, whereby 9-aryl-10-iodoanthracene can be synthesized.
    Type: Application
    Filed: March 19, 2009
    Publication date: October 1, 2009
    Inventor: Sachiko KAWAKAMI
  • Patent number: 7465842
    Abstract: The invention relates to biocatalytic methods for preparing enantiomerically pure stereoisomers of 1-(2,6-dichloro-3-fluorophenyl)ethanol. Disclosed are methods of preparation of the desired (S)-enantiomer, which methods are based on a combination of enzymatic resolution, chemical esterification and chemical hydrolysis with inversion of 1-(2,6-dichloro-3-fluorophenyl)ethyl esters or stereoselective bio-reduction of 2,6-dichloro-3-fluoro-acetophenone with a biocatalyst such as an enzyme or a microorganism. The chiral (S)-enantiomer can be used in the synthesis of certain enantiomerically enriched, ether linked 2-aminopyridine compounds that potently inhibit auto-phosphorylation of human heptocyte growth factor receptor.
    Type: Grant
    Filed: August 26, 2005
    Date of Patent: December 16, 2008
    Assignee: Agouron Pharmaceuticals, Inc.
    Inventors: Pei-Pei Kung, Carlos Martinez, Junhua Tao
  • Publication number: 20080207915
    Abstract: The present invention discloses a process for the preparation of Anastrozole of the formula I in high purity and in high yield. 3,5-bis(halomethyl)toluene is prepared by reacting mesitylene with N-halosuccinimide in the presence of light or dibenzoyl peroxide or azobis isobutyronitrile as a catalyst and in a chlorinated solvent. 3,5-bis(halomethyl)toluene is cyanated with metal cyanide in the presence of a catalyst and in water, organic solvent or mixture thereof at temperature of 40 to 60° C. to obtain 2,2?-(5-methyl-1,3 phenylene)diacetonitrile which is further methylated with iodomethane in the presence of base and an organic solvent at temperature of 0 to 15° C. to obtain 2,2?-(5-methyl-1,3-phenylene)di(2-methyl-propiononitrile). The product obtained is treated with N-halosuccinimide in the presence of a catalyst and in a chlorinated solvent at temperature of 60 to 100° C.
    Type: Application
    Filed: October 5, 2005
    Publication date: August 28, 2008
    Inventors: Tarur Venkatasubramanian Radhakrishnan, Bhise Nandu Baban, Sathe Dhananjay Govind, Chaudhari Chhayendra Janardan, Joshi Mehul Ashokkumar
  • Patent number: 7408088
    Abstract: Bromine is scrubbed from a gaseous mixture of bromine and hydrogen bromide by passing the mixture into a mixture formed from (i) diphenylethane and/or partially brominated diphenylethane with average bromine number less than about 2 and (ii) a catalytic quantity of iron and/or iron halide in which the halogen atoms are bromine atoms and/or chlorine atoms. Component (i) is brominated, and during such bromination, the mixture is kept hot enough to melt the organics to provide a liquid phase in the scrubber. Gaseous mixtures of bromine and hydrogen bromide are formed in processes of the invention in which decabromodiphenylethane products are produced using the partially brominated diphenylethane as feed to the bromination, which is conducted using an aluminum-based catalyst. Effective ways of removing iron catalyst residues from partially brominated diphenylethane or from decabromodiphenylethane product are also described.
    Type: Grant
    Filed: August 17, 2007
    Date of Patent: August 5, 2008
    Assignee: Albemarle Corporation
    Inventor: Bonnie Gary McKinnie
  • Publication number: 20080139816
    Abstract: The present invention relates to a process for the preparation of compounds of formula (I), wherein the substituents are as defined in claim 1, by reacting a compound of formula (II), with a bromine or chlorine source to form a compound of formula (III), wherein X is chlorine or bromine; reacting that compound with water to form the compound of formula (IV), converting that compound, using a compound of formula (V), wherein M+ is the hydrogen cation or an alkali metal ion, alkaline earth metal ion or ammonium ion, into the compound of formula (VI), and treating that compound with a cyanide source in the presence of a base.
    Type: Application
    Filed: April 29, 2005
    Publication date: June 12, 2008
    Applicant: SYNGENTA CROP PROTECTION, INC.
    Inventors: David Anthony Jackson, Andrew Edmunds, Martin Charles Bowden, Ben Brockbank
  • Patent number: 7378449
    Abstract: An additive mixture useful as a flame retardant is described. The mixture is comprised of (i) a poly(bromophenyl)alkane having in the molecule in the range of 13 to 60 carbon atoms and in the range of two to four aryl groups and (ii) a poly(bromophenyl)bromoalkane having in the molecule in the range of 13 to 60 carbon atoms and in the range of two to four aryl groups, said poly(bromophenyl)bromoalkane being in an amount which is greater than 25 wt %, based on the total weight of the additive mixture. A facile process for making the poly(bromophenyl)bromoalkane is also described.
    Type: Grant
    Filed: October 23, 2006
    Date of Patent: May 27, 2008
    Assignee: Albemarle Corporation
    Inventors: Raymond B. Dawson, Saadat Hussain
  • Patent number: 7358407
    Abstract: This invention relates to a novel process which comprises feeding a mixture formed from diphenylethane and bromine to a stirrable reaction mass comprised of bromine and a bromination catalyst to yield a decabromodiphenylethane wet cake which can be most economically treated to provide a high quality decabromodiphenylethane product.
    Type: Grant
    Filed: October 17, 2006
    Date of Patent: April 15, 2008
    Assignee: Albemarle Corporation
    Inventors: John C. Parks, David H. Knoebel, Lawrence M. Jenkins, George H. Ransford, Gary L. Bowman, Jr., Saadat Hussain
  • Patent number: 7304192
    Abstract: The present invention relates to a simple method for efficiently producing aromatic-substituted chlorinated hydrocarbons, for example, high-purity cumyl chloride (1,4-bis(1-chloro-1-methylethyl)benzene, p-DCC) that can be used as an initiator for cationic polymerization. A corresponding tertiary alcohol such as 1,4-bis(1-hydroxy-1-methylethyl)benzene is mixed with aqueous hydrochloric acid and subjected to stirring, and then the resulting organic layer is brought into contact with a hydrogen chloride gas to produce high-quality aromatic-substituted chlorinated hydrocarbon in high yield. Furthermore, in order to purify a mixture containing a chlorinated hydrocarbon compound, the mixture being produced by reaction between an aqueous solution of a metal hypochiorite and a protonic acid, the mixture is allowed to react with an aqueous alkaline solution to form an alcohol compound. Then, a solid is isolated by solid-liquid separation and chlorinated again with the aqueous hydrochloric acid.
    Type: Grant
    Filed: July 2, 2003
    Date of Patent: December 4, 2007
    Assignee: Kaneka Corporation
    Inventors: Takeshi Kawamura, Chiho Yoshimi, Hidetoshi Odaka
  • Patent number: 7288614
    Abstract: Substituted 7- to 12-membered cycloalkanes which have leaving groups, in particular chlorine atoms, on tertiary ring carbons, a process for preparing them and their use as initiators for cationic polymerization, in particular the cationic polymerization of isobutene are described. Preferred compounds are 1,4-dichloro-1,4-dimethylcyclooctane, 1,5-dichloro-1,5-dimethylcyclooctane and mixtures thereof. They are prepared by addition of hydrogen chloride onto appropriately substituted cycloalkapolyenes.
    Type: Grant
    Filed: November 4, 2004
    Date of Patent: October 30, 2007
    Assignees: BASF Aktiengesellschaft, Ludwig-Maximilians-Universitaet
    Inventors: Darijo Mijolovic, Mirjam Herrlich-Loos, Gabriele Lang, Herbert Mayr
  • Patent number: 7271302
    Abstract: The present invention relates to processes for the bromination of organic compounds, and to bromination microreactors for carrying out these processes.
    Type: Grant
    Filed: September 19, 2000
    Date of Patent: September 18, 2007
    Assignee: Merck Patent Gesellschaft
    Inventors: Kai Fabian, Joeran Stoldt, Hanns Wurziger, Norbert Schwesinger
  • Patent number: 7268211
    Abstract: A process for removing ruthenium or ruthenium-containing compounds from a reaction mixture comprising a compound of the following formula I in an organic solvent using supercritical fluid processing techniques: wherein RA, R3, R4, D and A are as defined herein. This invention has particular application for removing ruthenium-containing catalyst and ruthenium-containing catalyst by products from reaction mixtures that result from ring-closing olefin metathesis (RCM) reactions.
    Type: Grant
    Filed: December 7, 2004
    Date of Patent: September 11, 2007
    Assignee: Boehringer Ingelheim International GmbH
    Inventors: Fabrice Gallou, Said Saim, Nathan K. Yee
  • Patent number: 7255927
    Abstract: This invention concerns a thermosetting resin system that is useful in the manufacture of high performance prepreg, laminate and composite materials as well as, prepregs, laminates and composites made from the thermosetting resin composition.
    Type: Grant
    Filed: March 10, 2003
    Date of Patent: August 14, 2007
    Assignee: Isola USA Corp.
    Inventors: Martin Choate, Gregory J. Libke, Peggy Conn, Steve Peters
  • Patent number: 7179950
    Abstract: This invention relates to a novel process which comprises feeding a mixture formed from diphenylethane and bromine to a stirrable reaction mass comprised of bromine and a bromination catalyst to yield a decabromodiphenylethane wet cake which can be most economically treated to provide a high quality decabromodiphenylethane product.
    Type: Grant
    Filed: June 20, 2005
    Date of Patent: February 20, 2007
    Assignee: Albemarle Corporation
    Inventors: John C. Parks, David H. Knoebel, Lawrence M. Jenkins, George H. Ransford, Gary L. Bowman, Jr., Saadat Hussain
  • Patent number: 7138555
    Abstract: The present invention provides a process for preparing monoiodinated aromatic compounds that are useful as intermediates for preparing charge transporting and hole transporting amino compounds and have high purity with high yield and at low cost. A process for preparing aryl iodide compounds comprises reacting an aryl halide compound with a metal iodide, a metal catalyst and a catalyst coordinating ligand in at least one solvent to form an aryl iodide; and purifying the aryl iodide. A triarylamine compound and a process for preparing a triarylamine compounds reacting the aryl iodide with a diarylamine is also provided. Further, a photoconductive imaging member comprising a charge transport layer that comprises at least one triarylamine compound prepared reacting the aryl iodide with a diarylamine is provided.
    Type: Grant
    Filed: April 20, 2004
    Date of Patent: November 21, 2006
    Assignee: Xerox Corporation
    Inventors: H. Bruce Goodbrand, Timothy P. Bender, Roger E. Gaynor, Leanne Murphy
  • Patent number: 7138554
    Abstract: A method for the synthesis of cyclobuta aromatic compounds by cyclizing two ortho dibromoalkyl substituents is described. Using a mediator, such as nickel metal, and continuous removal of product from contact with the mediator, high product yields are achieved. A method for bromination of ortho alkyl substituents of aromatic compounds is also described.
    Type: Grant
    Filed: June 12, 2002
    Date of Patent: November 21, 2006
    Assignee: Technion Research and Development Foundation
    Inventor: Amnon Stanger
  • Patent number: 7129385
    Abstract: An additive mixture useful as a flame retardant is described. The mixture is comprised of (i) a poly(bromophenyl)alkane having in the molecule in the range of 13 to 60 carbon atoms and in the range of two to four aryl groups and (ii) a poly(bromophenyl)bromoalkane having in the molecule in the range of 13 to 60 carbon atoms and in the range of two to four aryl groups, said poly(bromophenyl)bromoalkane being in an amount which is greater than 25 wt %, based on the total weight of the additive mixture. A facile process for making the poly(bromophenyl)bromoalkane is also described.
    Type: Grant
    Filed: April 20, 2004
    Date of Patent: October 31, 2006
    Assignee: Albemarle Corporation
    Inventors: Raymond B. Dawson, Saadat Hussain
  • Patent number: 7102042
    Abstract: A method for preparing a composition of the formula in a yield greater than 50% where R1 is C 1-20 comprising the steps of combining fluorene or dibromo flourene, an excess of alkali metal hydroxide and a halogenated alkyl in the presence of a phase transfer catalyst but in the absence of a polar aprotic solvent; heating the combination; and separating the dialkylated fluorene or dialylated dibromo fluorene. If the flourene is not brominated prior to alkylation, the dialkylated fluorene is then brominated.
    Type: Grant
    Filed: December 19, 2002
    Date of Patent: September 5, 2006
    Assignee: Dow Global Technologies Inc.
    Inventors: Timothy J. Adaway, Michael A. Gonzalez, Weishi Wu