Plural Benzene Rings Bonded Directly To The Same Oxygen Patents (Class 568/635)
  • Patent number: 9463445
    Abstract: Provided is a process for preparing a diaryl ether compound through the dehydration of an aromatic alcohol compound in the presence of a halogenated rare earth element oxide catalyst, providing a reaction vessel having loaded therein a rare earth element oxide; halogenating the rare earth element oxide with a halogen source to form an activated catalyst; and dehydrating an aromatic alcohol compound over the activated catalyst to form the diaryl ether compound, where the halogenating and dehydrating steps occur in the same vessel. The rare earth element oxide is an oxide of a light rare earth element, an oxide of a medium rare earth element, an oxide of a heavy rare earth element, an oxide of yttrium, or a mixture of two or more thereof.
    Type: Grant
    Filed: March 13, 2014
    Date of Patent: October 11, 2016
    Assignee: Dow Global Technologies LLC
    Inventors: David G. Barton, Adam Chojecki, Paul R. Elowe, Beata A. Kilos, Adam S. Cieszlak
  • Patent number: 9150479
    Abstract: Provided is a process for preparing a diaryl ether compound through the dehydration of an aromatic alcohol compound in the presence of a dehydration catalyst. The dehydration catalyst is an oxide of a heavy rare earth element, wherein the heavy rare earth element is terbium, dysprosium, holmium, erbium, thulium, ytterbium, lutetium, or mixtures thereof.
    Type: Grant
    Filed: May 29, 2013
    Date of Patent: October 6, 2015
    Assignee: Dow Global Technologies LLC
    Inventors: David G. Barton, Adam Chojecki, Paul R. Elowe, Beata A. Kilos
  • Patent number: 9051252
    Abstract: Provided is a process for preparing a diaryl ether compound through the dehydration of an aromatic alcohol compound in the presence of a dehydration catalyst. The dehydration catalyst is an oxide of a light rare earth element, wherein the light earth element is lanthanum, praseodymium, neodymium, or mixtures thereof.
    Type: Grant
    Filed: May 29, 2013
    Date of Patent: June 9, 2015
    Assignee: Dow Global Technologies LLC
    Inventors: David G. Barton, Adam Chojecki, Paul R. Elowe, Beata A. Kilos, Eric E. Stangland
  • Publication number: 20150076394
    Abstract: Provided is a process for preparing a diaryl ether compound through the dehydration of an aromatic alcohol compound in the presence of a dehydration catalyst. The dehydration catalyst is an oxide of a light rare earth element, wherein the light earth element is lanthanum, praseodymium, neodymium, or mixtures thereof.
    Type: Application
    Filed: May 29, 2013
    Publication date: March 19, 2015
    Inventors: David G. Barton, Adam Chojecki, Paul R. Elowe, Beata A. Kilos, Eric E. Stangland
  • Patent number: 8916731
    Abstract: A dialkyl or diaryl ether is produced by reacting carbon dioxide with a metal alcoholate having the formula, M(RO)x, where “M” is a Group 1, Group 2, or Group 3 metal; “x” is the valence of the metal M; “R” is a C1 to C6 lower alkyl or aryl, wherein the reaction produces a dialkyl or diaryl ether having a formula, R—O—R, and a metal carbonate having a formula M2CO3 where M is a Group 1 metal, MCO3 where M is a Group 2 metal, and M2(CO3)3 where M is a Group 3 metal. The metal carbonate may be removed by conventional means, such as filtration. The dialkyl or diaryl ether may be recovered and used as a fuel, fuel additive, propellant, or building block for other fuels or petrochemicals. In some cases the metal alcoholate is in an alcohol solution and the alcohol and metal carbonate are recycled to regenerate the metal alcoholate. A specific example of dimethyl ether production is disclosed.
    Type: Grant
    Filed: July 12, 2010
    Date of Patent: December 23, 2014
    Assignee: Ceramatec, Inc.
    Inventors: Justin Pendleton, Sai Bhavaraju
  • Patent number: 8907136
    Abstract: Provided is a method for preparing a diaryl ether compound through the dehydration of an aromatic alcohol compound in the presence of a dehydration catalyst. The dehydration catalyst comprises an oxide of yttrium.
    Type: Grant
    Filed: November 20, 2012
    Date of Patent: December 9, 2014
    Assignee: Dow Global Technologies LLC
    Inventors: Paul R. Elowe, David G. Barton, Adam Chojecki, Joost Depicker
  • Publication number: 20140306145
    Abstract: Provided is a method for preparing a diaryl ether compound through the dehydration of an aromatic alcohol compound in the presence of a dehydration catalyst. The dehydration catalyst comprises an oxide of yttrium.
    Type: Application
    Filed: November 20, 2012
    Publication date: October 16, 2014
    Inventors: Paul R. Elowe, David G. Barton, Adam Chojecki, Joost Depicker
  • Publication number: 20140155262
    Abstract: The present invention relates to substituted 2-[2-halogenalkyl-4-(phenoxy)-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds of formula I as defined in the description, and the N-oxides, and salts thereof, their preparation and intermediates for preparing them. The invention also relates to the use of these compounds for combating harmful fungi and seed coated with at least one such compound and also to compositions comprising at least one such compound.
    Type: Application
    Filed: July 12, 2012
    Publication date: June 5, 2014
    Applicant: BASF SE
    Inventors: Jochen Dietz, Richard Riggs, Nadege Boudet, Jan Klaas Lohmann, Ian Robert Craig, Egon Haden, Erica May Wilson Lauterwasser, Bernd Mueller, Wassilios Grammenos, Thomas Grote
  • Patent number: 8722746
    Abstract: The invention relates to hydroxyphenyl derivatives of formula (I); and uses thereof as anti-bacterial and/or anti-parasitic agents.
    Type: Grant
    Filed: April 16, 2007
    Date of Patent: May 13, 2014
    Assignee: Fab Pharma S.A.S.
    Inventors: Alexis Denis, Vincent Gerusz, Yannick Bonvin
  • Publication number: 20130165667
    Abstract: A method for the creation of a carbon-carbon (C—C) bond or of a carbon-heteroatom (C-HE) bond includes reacting a compound carrying a leaving group with a nucleophilic compound carrying a carbon atom or a heteroatom (HE) capable of replacing the leaving group, thus creating a C—C or C-HE bond, in which process the reaction is carried out in the presence of an effective amount of a catalytic system comprising at least one copper/butadienylphosphine complex.
    Type: Application
    Filed: February 26, 2013
    Publication date: June 27, 2013
    Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S.), UNIVERSITE SIDI MOHAMMED BEN ABDELLAH, ECOLE NATIONALE SUPERIEURE DE CHIMIE DE MONTPELLIER
    Inventors: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S.), ECOLE NATIONALE SUPERIEURE DE CHIMIE DE MONTPELLIER, UNIVERSITE SIDI MOHAMMED BEN ABDELLAH
  • Patent number: 8399689
    Abstract: Embodiments of antimicrobial chrysophaentin compounds, pharmaceutical compositions including the chrysophaentin compounds, and methods for using the chrysophaentin compounds are disclosed. Some embodiments of the disclosed compounds are isolated from Chrysophaeum taylori. Certain embodiments of the chrysophaentin compounds inhibit FtsZ protein, thereby inhibiting the growth of clinically relevant bacteria, including drug-resistant strains.
    Type: Grant
    Filed: February 25, 2011
    Date of Patent: March 19, 2013
    Assignee: The United States of America, as represented by the Secretary, Department of Health and Human Services
    Inventors: Carole A. Bewley, Alberto Plaza, Jessica Keffer
  • Patent number: 8304550
    Abstract: Described is a process for preparing diaryl ethers of the formula (I) Ar—O—Ar???(I) In which Ar is an aryl or substituted aryl group and Ar? is an aryl, substituted aryl, heteroaryl or substituted heteroaryl group, by reacting an aryl of formula (II) or a aryloxy salt of formula (III) Ar—OH??(II) Ar—OR??(III) In which Ar has the same meaning as in formula (I) and R is an alkali metal, with an aryl or heteroaryl bromide of formula (IV) Ar?—Br??(IV) In which Ar? has the same meaning as in formula (I), characterized in that the reaction is carried out in the presence of a copper(I)salt and a 1-substituted imidazole as catalyst system.
    Type: Grant
    Filed: November 21, 2008
    Date of Patent: November 6, 2012
    Assignee: Saltigo GmbH
    Inventors: Alain Cotte, Nikolaus Muller, Matthias Gotta, Matthias Beller, Thomas Schareina, Alexander Zapf
  • Publication number: 20120264887
    Abstract: The invention relates to the use of 1,5-enediyne compounds of formula (I) as curing agents in polymeric systems. In particular the invention relates to a curable composition comprising a curing agent of formula (I) and a polymer suitable to be cross-linked and to the cured article obtained therefrom.
    Type: Application
    Filed: December 16, 2010
    Publication date: October 18, 2012
    Applicant: SOLVAY SPECIALTY POLYMERS ITALY S.P.A.
    Inventors: Enzo Giannetti, Aldo Sanguineti, Ivan Wlassics, Giuseppe Marchionni
  • Publication number: 20110306782
    Abstract: The present invention concerns a process for creating a Carbon-Carbon bond (C—C) or a Carbon-Heteroatom bond (C-HE) by reacting a compound carrying a leaving group with a nucleophilic compound carrying a carbon atom or a heteroatom (HE) that can substitute for the leaving group, creating a C—C or C-HE bond, wherein the reaction takes place in the presence of an effective quantity of a. a catalytic system comprising a ligand and at least a metal-based catalyst, such a metal catalyst being chosen among iron or copper compounds proviso that only a single metal is present.
    Type: Application
    Filed: December 8, 2008
    Publication date: December 15, 2011
    Applicant: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S)
    Inventors: Marc Taillefer, Ning Xia, Florian Monnier, Anis Tlili
  • Publication number: 20110159304
    Abstract: Disclosed are a composition for inhibiting a proliferation of sulphate reducing bacteria comprising at least one of 1,2-benzisothiazol-3(2H)-one, irgasan, benzyl-2-bromoacetate, 2,2-dibromo-2-cyanoacetamide, and 2-bromo-2-nitropropan-1,3-diol as effective ingredients; a method for inhibiting the proliferation of sulphate reducing bacteria comprising the step of including a sufficient amount for inhibiting the proliferation of sulphate reducing bacteria of at least one of 1,2-benzisothiazol-3(2H)-one, irgasan, benzyl-2-bromoacetate, 2,2-dibromo-2-cyanoacetamide, and 2-bromo-2-nitropropan-1,3-diol in a corrosion sensitive material or degradation sensitive material; a sheet comprising the composition; and a steel plate to which the composition is applied.
    Type: Application
    Filed: June 2, 2010
    Publication date: June 30, 2011
    Applicant: KOREA GAS CORPORATION
    Inventors: Hong Seok Song, Young Geun Kim, Keun Chang Ryu, Young Min Baek, Young Hyo Chang
  • Patent number: 7943669
    Abstract: The present invention describes phenoxy-acetic acids and pharmaceutical compositions containing the same and methods of using the same. The phenoxy-acetic acids are activators of PPAR-? and should be useful for treating conditions mediated by the same.
    Type: Grant
    Filed: June 29, 2006
    Date of Patent: May 17, 2011
    Assignee: High Point Pharmaceuticals, LLC
    Inventor: Soren Ebdrup
  • Publication number: 20110015449
    Abstract: A dialkyl or diaryl ether is produced by reacting carbon dioxide with a metal alcoholate having the formula, M(RO)x, where “M” is a Group 1, Group 2, or Group 3 metal; “x” is the valence of the metal M; “R” is a C1 to C6 lower alkyl or aryl, wherein the reaction produces a dialkyl or diaryl ether having a formula, R—O—R, and a metal carbonate having a formula M2CO3 where M is a Group 1 metal, MCO3 where M is a Group 2 metal, and M2(CO3)3 where M is a Group 3 metal. The metal carbonate may be removed by conventional means, such as filtration. The dialkyl or diaryl ether may be recovered and used as a fuel, fuel additive, propellant, or building block for other fuels or petrochemicals. In some cases the metal alcoholate is in an alcohol solution and the alcohol and metal carbonate are recycled to regenerate the metal alcoholate. A specific example of dimethyl ether production is disclosed.
    Type: Application
    Filed: July 12, 2010
    Publication date: January 20, 2011
    Inventors: Justin Pendleton, Sai Bhavaraju
  • Publication number: 20100298569
    Abstract: The invention relates to the use of cyclovinyl phosphine compounds in the form of complexes with copper, as catalysts for reactions leading to the formation of carbon-carbon and carbon-heteroatom bonds. The invention also relates to complexes of copper with at least one cyclovinyl phosphine, as well as to the method for creating a carbon-carbon or a carbon-heteroatom bond catalysed by a cyclovinyl phosphine/copper complex.
    Type: Application
    Filed: September 26, 2008
    Publication date: November 25, 2010
    Inventors: Marc Taillefer, Hamid Kaddouri, Fouad Ouazzani
  • Publication number: 20100167926
    Abstract: The present invention relates to 3-substituted phenylamidines of the general formula (I), to a process for their preparation, to the use of the amidines according to the invention for controlling unwanted microorganisms and also to a composition for this purpose, comprising the phenoxyamidines according to the invention. Furthermore, the invention relates to a method for controlling unwanted microorganisms by applying the compounds according to the invention to the microorganisms and/or their habitat.
    Type: Application
    Filed: March 4, 2008
    Publication date: July 1, 2010
    Applicant: Bayer CropScience AG
    Inventors: Klaus Kunz, Ralf Dunkel, Jorg Nico Greul, Kerstin Ilg, Birgit Kuhn, Wahed Ahmed Moradi, Thomas Seitz, Darren James Mansfield, Oliver Guth, Peter Dahmen, Ulrike Wachendorff-Neumann, Arnd Voerste, Robert Dale Mitchell, Tom Hough
  • Publication number: 20100121076
    Abstract: The present invention relates to a method for preparing phosphine butadiene-type ligands, and their use, particularly as catalytic metal ligands used in the reactions leading to the formation of carbon-carbon and carbon-heteroatom bonds.
    Type: Application
    Filed: April 21, 2008
    Publication date: May 13, 2010
    Applicants: Centre National De La Recherche Scientifique (C.N.R.S.), Ecole Nationale Superieure De Chimie De Montpellier, Universite Sidi Mohammed Ben Abdellah
    Inventors: Marc Taillefer, Hamid Kaddouri, Fouad Ouazzani, Armelle Ouali
  • Patent number: 7709687
    Abstract: The present invention provides a novel dicarbanionic initiator of formula (I). The present process further provides a process for the preparation of dicarbanionic initiator of formula (I) comprising reacting 1-bromo-4-(4?-bromophenoxy)-2-pentadecyl benzene of formula (II) with alkyllithium compound for an effecting halogen-lithium exchange reaction of 1-bromo-4-(4?-bromophenoxy)-2-pentadecyl benzene with sec-butyllithium in the presence of a non polar solvent, at a temperature in the range of 0 to 25° C. and its use as an initiator for the synthesis of telechelic polydienes and polystyrenes and SBS or SIS triblock copolymers.
    Type: Grant
    Filed: October 6, 2006
    Date of Patent: May 4, 2010
    Assignee: Council Of Scientific & Industrial Research
    Inventors: Yves Gnanou, Rachid Matmour, Arvind Sudhakar More, Prakash Purushottam Wadgaonkar
  • Publication number: 20090143594
    Abstract: Described is a process for preparing diaryl ethers of the formula (I) Ar—O—Ar???(I) In which Ar is an aryl or substituted aryl group and Ar? is an aryl, substituted aryl, heteroaryl or substituted heteroaryl group, by reacting an aryl of formula (II) or a aryloxy salt of formula (III) Ar—OH ??(II) Ar—OR ??(III) In which Ar has the same meaning as in formula (I) and R is an alkali metal, with an aryl or heteroaryl bromide of formula (IV) Ar?—Br ??(IV) In which Ar? has the same meaning as in formula (I), characterized in that the reaction is carried out in the presence of a copper(I)salt and a 1-substituted imidazole as catalyst system.
    Type: Application
    Filed: November 21, 2008
    Publication date: June 4, 2009
    Applicant: SALTIGO GMBH
    Inventors: Alain Cotte, Nikolaus Muller, Matthias Gotta, Matthias Beller, Thomas Schareina, Alexander Zapf
  • Patent number: 7538252
    Abstract: The present invention relates to a computer-assisted method of a designing of a tubulin inhibitor comprising: a) determining an interaction between a tubulin protein and a chemical known to bind the tubulin protein by evaluating a binding of the tubulin protein to the chemical known to bind the tubulin protein; b) based on the interaction, designing a candidate tubulin inhibitor; c) determining an interaction between the tubulin protein and the candidate tubulin inhibitor by evaluating a binding of the tubulin protein to the candidate tubulin inhibitor; and d) concluding that the candidate tubulin inhibitor inhibits the tubulin protein wherein the conclusion is based on the interaction of step c). The invention also provides compositions and methods of treatment of diseases with the candidate tubulin inhibitors.
    Type: Grant
    Filed: September 5, 2007
    Date of Patent: May 26, 2009
    Assignee: BiPar Sciences, Inc.
    Inventors: Valeria Ossovskaya, John Burnier, Barry Sherman, Max Totrov
  • Patent number: 7423168
    Abstract: A method for producing an allyl compound having a compositional formula different from that of an allyl starting material compound, which comprises reacting the allyl starting material compound with an oxygen nucleophilic agent having a structure different from that of the allyl starting material compound in the presence of a catalyst containing at least one transition metal compound containing a transition metal selected from the group consisting of transition metals belonging to Group 8 to Group 10 of the Periodic Table and a monodentate phosphite compound having a structure of the following formula (1): P(OR1)(OR2)(OR3)??(1) wherein R1, R2 and R3 are respectively independently an alkyl group which may have a substituent, carbon chains of R1, R2 and R3 may have at least one carbon-carbon double bond or triple bond, and at least two optional groups of R1, R2 and R3 may bond to each other to form at least one cyclic structure.
    Type: Grant
    Filed: August 28, 2003
    Date of Patent: September 9, 2008
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Masaki Takai, Yoshiyuki Tanaka
  • Patent number: 7268252
    Abstract: Disclosed herein are novel binaphthol derivatives and methods for the optical resolution of amino acids or amino alcohols and for the optical transformation of D, L-forms of amino acids using the same.
    Type: Grant
    Filed: January 30, 2006
    Date of Patent: September 11, 2007
    Assignee: Green of Life Co., Ltd.
    Inventors: Kwan Mook Kim, Won Woo Nam, Hyun Jung Park, Jik Chin
  • Patent number: 7192651
    Abstract: A resin composition for a laminate, containing at least 10% by weight of a vinyl compound represented by the formula (1), and a prepreg and a metal-clad laminate using the resin composition.
    Type: Grant
    Filed: August 17, 2004
    Date of Patent: March 20, 2007
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Daisuke Ohno, Kenji Ishii, Yasumasa Norisue, Michio Nawata, Yoshinori Kondo, Mitsuru Nozaki, Seiji Shika
  • Patent number: 7109164
    Abstract: New thyroid receptor ligands are provided which have the general formula in which: X is —O—, —S—, —CH2—, —CO—, or —NH—; Y is —(CH2)n— where n is an integer from 1 to 5, or cis- or trans-ethylene; R1 is halogen, trifluoromethyl, or alkyl of 1 to 6 carbons or cycloalkyl of 3 to 7 carbons; R2 and R3 are the same or different and are hydrogen, halogen, alkyl of 1 to 4 carbons or cycloalkyl of 3 to 6 carbons, at least one of R2 and R3 being other than hydrogen; R4 is hydrogen or lower alkyl; R5 is hydrogen or lower alkyl; R6 is carboxylic acid, or esters or prodrugs; R7 is hydrogen or an alkanoyl or an aroyl. In addition, a method is provided for preventing, inhibiting or treating a disease associated with metabolism dysfunction or which is dependent upon the expression of a T3 regulated gene, wherein a compound as described above is administered in a therapeutically effective amount.
    Type: Grant
    Filed: August 30, 2004
    Date of Patent: September 19, 2006
    Assignee: Bristol-Myers Squibb Company
    Inventors: Todd J. Friends, Denis E. Ryono, Minsheng Zhang
  • Patent number: 6995195
    Abstract: There are provided a vinyl compound which is excellent in heat resistance and electric characteristics and excellent in reactivity by introducing a vinyl group into a terminal of a bifunctional polyphenylene ether oligomer, and a cured product thereof which has a high glass transition temperature, has a low dielectric constant and a low dielectric loss tangent and has the excellent properties of polyphenylene ether.
    Type: Grant
    Filed: July 25, 2003
    Date of Patent: February 7, 2006
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kenji Ishii, Yasumasa Norisue, Daisuke Ohno, Makoto Miyamoto
  • Patent number: 6800605
    Abstract: New thyroid receptor ligands are provided which have the general formula in which: X is —O—, —S—, —CH2—, —CO—, or —NH—; Y is —(CH2)n— where n is an integer from 1 to 5, or cis- or trans-ethylene; R1 is halogen, trifluoromethyl, or alkyl of 1 to 6 carbons or cycloalkyl of 3 to 7 carbons; R2 and R3 are the same or different and are hydrogen, halogen, alkyl of 1 to 4 carbons or cycloalkyl of 3 to 6 carbons, at least one of R2 and R3 being other than hydrogen; R4 is hydrogen or lower alkyl; R5 is hydrogen or lower alkyl; R6 is carboxylic acid, or esters or prodrugs; R7 is hydrogen or an alkanoyl or an aroyl. In addition, a method is provided for preventing, inhibiting or treating a disease associated with metabolism dysfunction or which is dependent upon the expression of a T3 regulated gene, wherein a compound as described above is administered in a therapeutically effective amount.
    Type: Grant
    Filed: January 16, 2001
    Date of Patent: October 5, 2004
    Assignee: Bristol-Myers Squibb Company
    Inventors: Todd J. Friends, Denis E. Ryono, Minsheng Zhang
  • Patent number: 6762329
    Abstract: One aspect of the present invention relates to novel reaction conditions that allow the efficient synthesis of diaryl ethers from arenes bearing a leaving group and arenols under relatively mild conditions. Another aspect of the present invention relates to the dramatic effects of acidic activators on Ullmann-type couplings involving electron-poor and/or relatively insoluble substrates.
    Type: Grant
    Filed: April 25, 2002
    Date of Patent: July 13, 2004
    Assignee: Massachusetts Institute of Technology
    Inventors: Jean-Francois Marcoux, Sven Doye, Stephen Buchwald
  • Patent number: 6689919
    Abstract: The synthesis of fluoropolyarylene ether with a high degree of polymerization is enabled, by using a copper complex catalyst with an oxidation potential in the range of −1V to 2V, for the oxidative polymerization of fluorophenols that contain at least one hydrogen atom as well as a fluorine atom bonded to the carbon atoms constituting the benzene ring.
    Type: Grant
    Filed: September 7, 2001
    Date of Patent: February 10, 2004
    Assignee: Japan Science and Technology Corporation
    Inventors: Eishun Tsuchida, Kenichi Oyaizu, Yosuke Kumaki, Kei Saito
  • Patent number: 6596907
    Abstract: A description is given of a three-step process for the preparation of 4,4′-dihalogen-o-hydroxydiphenyl compounds of formula (1) which comprises: a) hologenating an alkoxyphenol of formula (6) (=a1), reacting the resulting halogenated phenol compound of formula (5) with p-dihalobenzene of formula (4a) in the presence of copper and/or copper salts to the diphenyl ether compound of formula (2) (=a2) and subsequent ether fission to the diphenyl ether compound of formula (1) (=a3); or b) reacting an alkoxyphenol of formula (6) with the halophenol of formula (4b) to the compound of formula (3) (=b1), then halogenating this compound (=b2) and subsequent ether fission of the resulting compound of formula (2) to the diphenyl ether compound of formula (1) (=b3). The compounds of formula (1) are used for protecting organic materials and objects against microorganisms.
    Type: Grant
    Filed: April 3, 2001
    Date of Patent: July 22, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Armando Di Teodoro, Werner Hölzl, Dieter Reinehr, Rudolf Zink
  • Patent number: 6506800
    Abstract: Pesticidal 1,4-diaryl-2,3-difluoro-2-butene compounds of formula I wherein Ar is phenyl, 1- or 2-naphthyl or a 5- or 6-membered heteroaromatic ring all of which aromatic systems may be optionally substituted; R is C2-C6-alkenyl, C4-C6-cycloalkenyl or C1-C2-alkoxy-C2-C6-alkyl; and Ar1 is phenoxyphenyl, phenyl, biphenyl, phenoxypyridyl, benzylpyridyl, benzylphenyl, benzoylphenyl, 1- or 2-naphthyl, or a 5- or 6-membered heteroaromatic ring all of which aromatic systems may be optionally substituted, intermediates and methods for the preparation of compounds of formula I and compositions and methods comprising the compounds and compositions for the control of insect and acarid pests.
    Type: Grant
    Filed: September 12, 2001
    Date of Patent: January 14, 2003
    Assignee: BASF Aktiengesellschaft
    Inventor: Terence James Bentley
  • Patent number: 6495728
    Abstract: A two-step process for the preparation of fluoroolefin compounds of formula I wherein R is hydrogen or alkyl, and R1 is alkyl or cyclopropyl, or R and R1 are taken together with the carbon atom to which they are attached to form a cyclopropyl group; Ar is phenyl or naphthyl both of which are optionally substituted; Ar1 is phenoxyphenyl, biphenyl, phenyl, benzylphenyl, or benzoylphenyl, all of which may be optionally substituted, comprising reacting fluorobromoolefin compounds of formula II with organozinc compounds of formula III or IV in the presence of a palladium catalyst and a solvent, which compounds of formula II are obtained by reacting aldehyde compounds of formula V with (a) fluorotribromomethane, (b) a tri(substituted)phosphine or a hexaalkylphosphoramide or a mixture thereof, and (c) zinc, in the presence of a solvent, compounds of formula II.
    Type: Grant
    Filed: September 12, 2001
    Date of Patent: December 17, 2002
    Assignee: BASF Aktiengesellschaft
    Inventor: William Wakefield Wood
  • Patent number: 6465687
    Abstract: Novel thyroid receptor ligands are provided which have the general formula (I) where R1 is alkyl of 1 to 4 carbons or cycloalkyl of 3 to 7 carbons; R2 and R3 are the same or different and are hydrogen, halogen, alkyl of 1 to 3 carbons or cycloalkyl of 3 to 5 carbons, at least one of R2 and R3 being other than hydrogen; n is an integer from 0 to 4; R4 is an aliphatic hydrocarbon, an aromatic hydrocarbon, carboxylic acid ester thereof, alkenyl carboxylic acid or ester thereof, hydroxy, halogen, cyano, or a phosphonic acid or an ester thereof, or a pharmaceutically acceptible salt thereof. A method for treating diseases associated with metabolism dysfunction or which are dependent on the expression of a T3 regulated gene, such as obesity, hypercholesterolemia, osteoporosis, hypothyroidism, and goiter, is also provided.
    Type: Grant
    Filed: March 20, 2000
    Date of Patent: October 15, 2002
    Assignee: Karo Bio AB
    Inventors: Yi-Lin Li, Ye Liu, Asa Hedfors, Johan Malm, Charlotta Mellin, Minsheng Zhang
  • Patent number: 6407292
    Abstract: A continuous process for the manufacture of alkylated diphenyl compounds such as diphenyl ether and diphenyl sulfides by alkylating a diphenyl compound such as diphenyl ether with an olefinic alkylating agent by passing a continuous flow of the diphenyl compound and the olefin over a solid particulate catalyst which comprises a molecular sieve of the MCM-22 family. The process is flexible. By adjusting feed compositions, products of different compositions and wide range of properties are produced.
    Type: Grant
    Filed: December 29, 1999
    Date of Patent: June 18, 2002
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Margaret M. Wu, Rene B. Lapierre, Gilbert R. Jersey, Andrew Gene Horodysky
  • Patent number: 6395939
    Abstract: One aspect of the present invention relates to novel reaction conditions that allow the efficient synthesis of diaryl ethers from arenes bearing a leaving group and arenols under relatively mild conditions. Another aspect of the present invention relates to the dramatic effects of acidic activators on Ullmann-type couplings involving electron-poor and/or relatively insoluble substrates.
    Type: Grant
    Filed: October 5, 1998
    Date of Patent: May 28, 2002
    Assignee: Massachusetts Institute of Technology
    Inventors: Jean-Francois Marcoux, Sven Doye, Stephen Buchwald
  • Patent number: 6288011
    Abstract: Pesticidal 1,4-diaryl-2,3-difluoro-2-butene compounds having the structural formula I and compositions and methods comprising those compounds for the control of insect and acarid pests.
    Type: Grant
    Filed: November 11, 1998
    Date of Patent: September 11, 2001
    Assignee: American Cyanamid Co.
    Inventors: Terence James Bentley, Keith Douglas Barnes
  • Publication number: 20010000520
    Abstract: The invention relates to a novel process for the manufacture of very low molecular weight polyphenylene ether resin, typically within the intrinsic viscosity range of about 0.08 dl/g to about 0.16 dl/g as measured in chloroform at 25° C. The method preferably comprises 2,6-dimethylphenol as a monovalent phenol species.
    Type: Application
    Filed: December 13, 2000
    Publication date: April 26, 2001
    Applicant: General Electric Co.
    Inventors: Adrianus J.F.M. Braat, Hugo Ingelbrecht, Ruud Trion
  • Patent number: 6198008
    Abstract: A process is disclosed for the preparation of 5-bromo-2-fluorobenzeneboronic acid, which is useful as an intermediate in the preparation of a non-ester pyrethroid compound. The compound can be, for example, a fluoroolefin, which is useful as a pesticide.
    Type: Grant
    Filed: April 1, 1999
    Date of Patent: March 6, 2001
    Assignee: American Cyanamid Company
    Inventor: Keith D. Barnes
  • Patent number: 6166237
    Abstract: Dissolved silanes, silicones and silicates from solvents used in the slurry phase Direct Synthesis of alkoxysilanes are removed by adding a compatabilizing agent and water to generate filterable precipitates and reusable solvent. The solvents are thereby remediated and made suitable for reuse in Direct Synthesis processes. Foaming is reduced with the remediated solvent and silicon conversion rates are higher. The precipitates are easily filtered and retain negligible quantities of solvent.
    Type: Grant
    Filed: August 13, 1999
    Date of Patent: December 26, 2000
    Assignee: Crompton Corporation
    Inventors: Tiberiu Ladislau Simandan, Frank D. Mendicino
  • Patent number: 6143922
    Abstract: The present invention relates to a novel composition of diols, said composition of diols comprisingHO--(H.sub.3 C)R.sup.4 C--Q--CR.sup.5 (CH.sub.3)--OHwherein Q is a diaryl group comprising two aryl groups linked together directly (as in biphenyl) or bridged by an oxygen atom, sulfur atom or methyl group,R.sup.4 and R.sup.5 are independently selected from the group consisting of hydrogen and lower alkyl groups (e.g., methyl, ethyl, propyl and butyl, most preferably methyl). The diols will usually be provided as compositions which comprise either:a solution of the diols, with the diols comprising more than 99% by weight solids of the solution, and whichdiol has less than 1% by weight of impurity selected from the group consisting essentially of monoaryl hydroxy compounds, especially monoaryl monohydroxy compounds, and monoaryl dihydroxy compounds where only one hydroxy group is attached directly to the aryl ring.
    Type: Grant
    Filed: October 7, 1998
    Date of Patent: November 7, 2000
    Inventor: Boris A. Zaitsev
  • Patent number: 6090965
    Abstract: Dissolved silanes, silicones and silicates from solvents used in the slurry phase Direct Synthesis of alkoxysilanes are removed by adding a carboxylic acid such as formic acid to generate filterable precipitates and reusable solvent. The solvents are thereby remediated and made suitable for reuse in Direct Synthesis processes. Foaming is reduced with the remediated solvent and silicon conversion rates are higher. The precipitates are easily filtered and retain negligible quantities of solvent.
    Type: Grant
    Filed: April 2, 1998
    Date of Patent: July 18, 2000
    Assignee: OSi Specialties, Inc.
    Inventors: Kenrick Martin Lewis, Hua Yu, Regina N. Eng
  • Patent number: 5925798
    Abstract: A more reactive thoria catalyst for the production of diaryl ethers from aromatic compounds, a process for making the catalyst and the use of the catalyst is taught. The thoria catalyst has a specified surface area, density and average crystal size.
    Type: Grant
    Filed: October 21, 1997
    Date of Patent: July 20, 1999
    Assignee: Solutia Inc.
    Inventors: James William Gambell, Paul Ho Liu, Jerry Rudolph Ebner
  • Patent number: 5849959
    Abstract: 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: Grant
    Filed: December 11, 1996
    Date of Patent: December 15, 1998
    Assignee: Clariant GmbH
    Inventors: Ralf Pfirmann, Rainer Wingen
  • Patent number: 5786520
    Abstract: Carbocyclic/aliphatic ethers, for example anisole, quaicol, guaethol, p-methoxyphenol and ethylene dioxybenzene, are selectively prepared, in good yield, by reacting a phenolic compound, for example a phenol, hydroquinone, pyrocatechin, naphthol, or the like, with an alcohol, for example methanol, ethanol, isopropanol, ethylene glycol, etc., in gaseous phase, in the presence of a catalytically effective amount of a trivalent rare earth metal orthophosphate, for example a lanthanum, cerium or samarium orthophosphate, optionally doped with an alkali or alkaline earth metal, preferably cesium.
    Type: Grant
    Filed: October 15, 1996
    Date of Patent: July 28, 1998
    Assignee: Rhone-Poulenc Chimie
    Inventors: Laurent Gilbert, Marcelle Janin, Anne-Marie Le Govic, Philippe-Jean Tirel
  • Patent number: 5552071
    Abstract: Monoalkylated diphenyl oxides are high-temperature stable lubricant fluids having excellent low temperature viscometrics, and excellent additive solubility. These monoalkylated products are obtained by the alkylation of diphenyl oxide using, for example, an olefin alkylating agent, usually in the C.sub.8 to C.sub.18 range, in the presence of an acidic zeolite alkylation catalyst such as USY, which provides the selectivity for the monoalkylated product.
    Type: Grant
    Filed: September 23, 1994
    Date of Patent: September 3, 1996
    Assignee: Mobil Oil Corporation
    Inventors: Leslie R. Rudnick, Ross A. Kremer, Derek A. Law
  • Patent number: 5552549
    Abstract: Chlorinated aromatic compounds are dechlorinated in a simple and inexpensive manner by heating them to 300.degree. to 450.degree. C. in a salt melt in the presence of water and/or water vapor and carbon.
    Type: Grant
    Filed: September 29, 1994
    Date of Patent: September 3, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Rasp, Helmut Waldmann, Hans-Joachim Traenckner
  • Patent number: 5397802
    Abstract: 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 be 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: Grant
    Filed: February 22, 1993
    Date of Patent: March 14, 1995
    Assignee: Research Corporation Technologies, Inc.
    Inventors: Robert A. Magarian, Joseph T. Pento, May T. Griffin
  • Patent number: 5382686
    Abstract: Nitrodiphenyl(thio) ethers in which the nitro group is in the ortho- or para-position with respect to the ether oxygen or ether sulphur can be prepared from halonitrobenzones in which the nitro group is in the ortho- or para-position with respect to the halogen and, alkali metal (thio)phenolates in liquid ammonia, the reaction being carried out under pressure and at a temperature from -30.degree. C. to +140.degree. C. and the ammonia being separated off after the reaction is completed.
    Type: Grant
    Filed: June 2, 1993
    Date of Patent: January 17, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ferdinand Hagedorn, Helmut Fiege