Halogen Containing Patents (Class 568/639)
  • Patent number: 8680341
    Abstract: An arylalkenyl ether oligomer is produced by the reaction of a polyhaloalkene with a polyhydroxyaryl compound. Halogenation of the resultant oligomer produces a flame retardant having both aromatic and aliphatic bromine groups.
    Type: Grant
    Filed: June 14, 2010
    Date of Patent: March 25, 2014
    Assignee: Chemtura Corporation
    Inventors: Frank Liu, Kenneth Bol, Mark V. Hanson, Larry Timberlake
  • Patent number: 8357738
    Abstract: A flame retardant blend comprises at least first and second halogenated non-polymeric phenyl ethers having the general formula (I): wherein each X is independently Cl or Br, each m is independently an integer of 1 to 5, each p is independently an integer of 1 to 4, n is an integer of 1 to 5 and wherein the values of n for the first and second ethers are different.
    Type: Grant
    Filed: November 24, 2009
    Date of Patent: January 22, 2013
    Assignee: Chemtura Corporation
    Inventors: Larry D. Timberlake, James D. Siebecker
  • Patent number: 8263693
    Abstract: The present invention provides a flame retardant resin composition comprising (A) 100 weight part of a basic resin comprising acrylonitrile-butadiene-styrene copolymer resin and styrene-acrylonitrile copolymer resin; and (B) 10-30 weight part of a bromine-based organic compound flame retardant, and selectively comprising (C) 1-20 weight part of an antimony-based auxiliary flame retardant and (D) 1-10 weight part of one or more compounds selected from the group consisting of metalstearate and stearamide compounds, wherein the bromine-based organic compound flame retardant (B) is octabromodiphenyl ethane. The flame retardant resin composition of the present invention has excellent flame retardancy, impact strength and melt flow index.
    Type: Grant
    Filed: August 29, 2008
    Date of Patent: September 11, 2012
    Assignee: LG Chem, Ltd.
    Inventors: You-seok Seo, Ki-young Nam, Yong-yeon Hwang, Je-sun Yoo, Hyeon-gook Kim, Myeong-soo Song
  • Publication number: 20120083542
    Abstract: The present invention relates to a process for the treatment of waste in a reactor (3) comprising the steps of combining the waste to be processed and an aqueous, alkaline solution to form a reaction mixture, heating the reaction mixture to a temperature range between 140° C. to 250° C. and a pressure between 3 bar and 12 bar to produce at least one aqueous, organic phase, a gas phase and optionally a solid phase, removing the gas phase from the reactor (3), separating the organic and aqueous components of the gas phase, in particular by means of a rectification column and feeding the aqueous components of the gas phase back into the reactor.
    Type: Application
    Filed: March 18, 2009
    Publication date: April 5, 2012
    Applicant: PATRICK VON HERTZBERG
    Inventor: Thomas Müller
  • 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: 20100152272
    Abstract: Compounds selected from: where DRUG-OH, DRUG-COOH and DRUG-NH2 are biologically active compounds; each X is independently selected from —CH2COO— (glycolic acid moiety), —CH(CH3)COO— (lactic acid moiety), —CH2CH2OCH2COO— (dioxanone moiety), —CH2CH2CH2CH2CH2COO— (caprolactone moiety), —(CH2)yCOO—, where y is 2-4 or 6-24 and —(CH2CH2O)zCH2COO—, where z is 2-24; each Y is independently selected from —COCH2O— (glycolic ester moiety), —COCH(CH3)O— (lactic ester moiety), —COCH2OCH2CH2O— (dioxanone ester moiety), —COCH2CH2CH2CH2CH2O— (caprolactone ester moiety), —CO(CH2)mO—, where m is 2-4 or 6-24 and —COCH2O(CH2CH2O)n— where n is between 2-24; R? is hydrogen, benzyl or an alkyl group, the alkyl group being either straight-chained or branched; and p is 1-6. Multi-functional compounds and drug dimers, oligomers and polymers are also disclosed.
    Type: Application
    Filed: February 17, 2010
    Publication date: June 17, 2010
    Applicant: BEZWADA BIOMEDICAL, LLC
    Inventor: Rao S. Bezwada
  • 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: 20090227816
    Abstract: A process for preparing a polybrominated product such as decabromodiphenyl ether and decabromodiphenyl ethane, which comprises brominating a reduced particle size precursor of said polybrominated product in an organic solvent or in bromine as a solvent, wherein the bromination is carried out either concurrently with or subsequent to said particle size reduction, forming the polybrominated product and separating the same from the reaction mixture.
    Type: Application
    Filed: February 26, 2009
    Publication date: September 10, 2009
    Applicant: BROMINE COMPOUNDS LTD.
    Inventors: Haim Stollar, Gershon Miaskovski, Aharon Meirom, Michael Peled, Jie Yu, Iris Ben David
  • Patent number: 7544400
    Abstract: The invention relates to bimesogenic compounds of formula (I): R1-MG1-X1-Sp-X2-MG2-R2 wherein R1, R2, MG1, MG2, X1, X2 and Sp have the meaning given in claim 1, to the use of bimesogenic compounds of formula (I) in liquid crystal media and devices, in particular in flexoelectric liquid crystal devices, to liquid crystal media and devices, in particular flexoelectric devices, comprising bimesogenic compounds of formula (I) and to improvements in flexoelectric devices.
    Type: Grant
    Filed: November 28, 2005
    Date of Patent: June 9, 2009
    Assignee: Merck Patent GmbH
    Inventors: Mark John Goulding, Kevin Aldem, Warren Duffy, Patricia Eileen Saxton
  • Publication number: 20080281024
    Abstract: Polybrominated bisaryl compounds containing bromomethyl or bromomethylene groups are provided, as well as flameproof polymeric formulations comprising the compounds. The novel compounds exhibit a good thermal stability, and are particularly suitable for flame-retarding polystyrene thermoplastic foams. A process for making the polybrominated bisaryl compounds is also provided.
    Type: Application
    Filed: November 16, 2006
    Publication date: November 13, 2008
    Applicant: BROMINE COMPOUNDS LTD.
    Inventors: Jakob Oren, Nasif Yassin, Joseph Zilberman, Dorit Canfi, Ron Frim, Dov Beruben
  • Publication number: 20080058555
    Abstract: A process is described for producing a reaction-derived decabromodiphenyl oxide product of high purity. In a continuous bromination process, partially brominated diphenyl oxide and coproduct hydrogen bromide are formed by bringing together elemental bromine and diphenyl oxide continuously in a first reaction zone. The partially brominated diphenyl oxide formed has an average of about 2-6 bromine atoms per molecule. The vapor phase and the partially brominated diphenyl oxide are removed continuously from the first reaction zone as separate entities. Then, or after storage, partially brominated diphenyl oxide is fed to a second reaction zone. This zone contains a refluxing reaction mixture comprising (i) an excess of bromine and (ii) a catalytic quantity of Lewis acid bromination catalyst. As the reaction in this zone is taking place, hydrogen bromide coproduct is removed therefrom in a sufficient amount to form a reaction-derived decabromodiphenyl oxide product of high purity.
    Type: Application
    Filed: August 23, 2007
    Publication date: March 6, 2008
    Applicant: ALBEMARLE CORPORATION
    Inventors: Arthur G. Mack, Bonnie Gary McKinnie
  • Publication number: 20080058559
    Abstract: Improvements are described in process technology for producing reaction-derived decabromodiphenyl oxide of high purity from (i) diphenyl oxide and/or partially brominated diphenyl oxide and (ii) bromine under specified conditions including substantially concurrently reducing the content of hydrogen bromide present in the reactor sufficiently so that reaction-derived decabromodiphenyl oxide of high purity is formed without requiring procedures such as recrystallization or chromatography to remove lower brominated species, especially nonabromodiphenyl oxide.
    Type: Application
    Filed: August 23, 2007
    Publication date: March 6, 2008
    Applicant: ALBEMARLE CORPORATION
    Inventors: Saadat Hussain, Arthur G. Mack
  • Publication number: 20080058558
    Abstract: This invention provides a process for producing decabromodiphenyl oxide from a liquid mixture. The liquid mixture is derived from bromine, a Lewis acid catalyst, and a diphenyl oxide species selected from the group consisting of (i) diphenyl oxide, (ii) partially brominated diphenyl oxide, (iii) decabromodiphenyl oxide having about 0.5% or more nonabromodiphenyl oxide, and (iv) any combination of (i)-(iii). The process comprises distilling bromine and hydrogen bromide from the liquid mixture while feeding bromine to the liquid mixture.
    Type: Application
    Filed: August 23, 2007
    Publication date: March 6, 2008
    Applicant: ALBEMARLE CORPORATION
    Inventors: Arthur G. Mack, Paul F. Ranken, Robert E. Williams
  • Patent number: 7297822
    Abstract: The present invention relates to novel brominated phenoxy compounds and to process for their preparation. More particularly, the present invention relates to synthesis of novel dibromodiphenyl ether starting from Cashew Nut Shell Liquid (CNSL);—a renewable resource material. The present invention particularly relates to novel 1-bromo-4-(4?-bromophenoxy)-2-pentadecylbenzene and to a method for it's preparation.
    Type: Grant
    Filed: March 30, 2006
    Date of Patent: November 20, 2007
    Assignee: Council of Scientific & Industrial Research
    Inventors: More Arvind Sudhakar, Wadgaonkar Prakash Purushottam
  • Patent number: 7276633
    Abstract: The present invention relates to a process for the preparation of a compound of the general formula R-(A1-Z-)mB—CF2O-A2-(A3)n—R???(I) in which R is alkyl, in which one or more CH2 groups may be replaced, independently of one another, by O, CF2, CH?CH, CH?CF or CF?CF, with the proviso that peroxide structures O—O and formaldehyde acetals O—CH2—O are excluded, A1 is, independently of one another, 1,4-cyclohexylene, 2,5-1,3-dioxanylene, 1,3-cyclobutylene or A2 and A3 are 1,4-phenylene, in which, independently of one another, from one to four hydrogens may be replaced by fluorine or one or two CH groups may be replaced by N, Z is a single bond, —CH2—CH2—, —CF2—CF2—, —CH?CH—, —CF?CF—, —CH?CF— or —CF?CH—, B is 2,6-disubstituted naphthalene, 2,6-disubstituted 5,6,7,8-tetrahydronaphthalene or 2,6-disubstituted trans-decalin, R? is R, F, OCF3, OCF2H, CF3, CI, SF5, CN or NCS, and m and n are, independently of one another, 0 or 1, comprising the following steps: a) conversion of a compound of the genera
    Type: Grant
    Filed: October 30, 2003
    Date of Patent: October 2, 2007
    Assignee: Merck Patent GmbH
    Inventors: Eike Poetsch, Werner Binder, Peer Kirsch, Andreas Taugerbeck
  • Patent number: 6770463
    Abstract: There is provided a process for the preparation of a chiral insecticidal and acaricidal compound of formula I. Also provided are intermediate compounds useful in the process of the present invention.
    Type: Grant
    Filed: August 2, 2001
    Date of Patent: August 3, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: John Francis Chiarello, Brian Lee Buckwalter, Timothy Claude Barden
  • 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: 6706930
    Abstract: There is described a process for the preparation of halogenated hydroxydiphenyl compounds of formula (1) by acylation of a halogenated benzene compound (first stage), etherification of the acylated compound with a halogenated phenol compound, which is not further substituted in the ortho-position (second stage), oxidation of the etherified compound (third stage) and hydrolysis of the oxidized compound in a fourth stage, wherein the reaction of the second stage is carried out in the presence of K2CO3 and any desired copper catalyst, where K2CO3 is used in a concentration of from 0.5 to 30 mol, based on the phenol compound employed of formula (6), according to the reaction scheme (I) in which R1 and R2 independently of one another are F, Cl or Br; R3 and R4 independently of one another are hydrogen; or C1-C4alkyl; m is 1 to 3; and n is 1 or 2. The compounds of formula (1) are used for protecting organic materials and articles from microorganisms.
    Type: Grant
    Filed: October 31, 2002
    Date of Patent: March 16, 2004
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Armando Di Teodoro, Werner Hölzl, Dieter Reinehr, Rudolf Zink
  • Patent number: 6610890
    Abstract: Medicaments for treating diabetic complications contain a compound of formula (A), wherein at least one Y or one Y′ is OH, and the remainder are selected from H, Hal, OH, OMe and NO2; X is O, S, keto or a direct link
    Type: Grant
    Filed: January 7, 2002
    Date of Patent: August 26, 2003
    Assignee: O.N.C.E.-(Organizacion Nacional De Cicgos)
    Inventors: Teresa Garcia de Quesada Fort, Jesús A De La Fuente Blanco, Ma Jesús Martin Lopez, Isabel Reymundo Cuesta
  • 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
  • Publication number: 20020091281
    Abstract: The present invention is related to a process for telomerizing a conjugated diene which comprises reacting said conjugated diene with a compound containing active hydrogen in the presence of a catalyst system comprising at least one transition metal compound, at least one phosphorus-containing compound, and at least one salt which forms a liquid under the conditions of the telomerization process.
    Type: Application
    Filed: October 22, 2001
    Publication date: July 11, 2002
    Applicant: Celanese Chemicals Europe GmbH
    Inventors: Yves Chauvin, Lionel Magna, Gerald Peter Niccolai, Jean-Marie Basset
  • 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
  • Publication number: 20020032351
    Abstract: There is provided a process for the preparation of a chiral insecticidal and acaricidal compound of formula I.
    Type: Application
    Filed: August 2, 2001
    Publication date: March 14, 2002
    Applicant: BASF Aktiengesellschaft
    Inventors: John Francis Chiarello, Brian Lee Buckwalter, Timothy Claude Barden
  • Patent number: 6342642
    Abstract: The present invention provides novel 1,4-diaryl-2-fluoro-1-buten-3-ol compounds of the structural formula I a method for the preparation of those formula I compounds, and the use of those formula I compounds in the preparation of 1,4-diaryl-2-fluoro-1,3-butadiene compounds of formula II and 1,4-diaryl-2-fluoro-2-butene compounds of formula III
    Type: Grant
    Filed: August 13, 2001
    Date of Patent: January 29, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Yulin Hu, David Allen Hunt
  • 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
  • Patent number: 6215029
    Abstract: A process for the preparation of halohydroxydiphenyl compounds useful for protecting organic materials and articles from microorganisms, of the formula by acylation of a halogenated benzene compound (first stage), etherification of the acylated compound with a halogenated phenol compound (second stage), oxidation of the etherified compound (third stage) and hydrolysis of the oxidized compound in a fourth stage, according to the following reaction scheme: in which R1 and R2 independently of one another are F, Cl or Br; R3 and R4 independently of one another are hydrogen; or C1-C4alkyl; m is 1 to 3; and n is 1 or 2.
    Type: Grant
    Filed: June 9, 1999
    Date of Patent: April 10, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Burckhardt, Armando Di Teodoro, Werner Hölzl, Dieter Reinehr, Rudolf Zink, Hanspeter Sauter, Uwe Gronde
  • 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: 6166272
    Abstract: Disclosed is a method of fluorinating a substrate having the general formula ##STR1## where each R is independently selected from halogen, alkyl from C.sub.1 to C.sub.12, aryl from C.sub.6 to C.sub.12, alkoxide from C.sub.1 to C.sub.12, aryloxide from C.sub.6 to C.sub.12, nitro, amino, alkylamino from C.sub.1 to C.sub.12, and arylamino from C.sub.6 to C.sub.12, each X is independently selected from halogen and at least one X is chlorine or bromine, each m is independently selected from 0 to 5, n is 0 or 1, p is 0 or 1, q is 0 or 1, and n+p+q is 1. The substrate is heated to a temperature of about 40 to about 100.degree. C. and is reacted with a fluorinating agent in the presence of about 0.05 to about 2 wt % molybdenum trioxide. The composition of the substrate, the catalyst, and the fluorinating agent is also disclosed.
    Type: Grant
    Filed: August 12, 1999
    Date of Patent: December 26, 2000
    Assignee: Occidental Chemical Corporation
    Inventor: Sanjay Mandal
  • Patent number: 6133483
    Abstract: A process is disclosed for the synthesis of 2,4,4'-trichloro-2'-methoxydiphenyl ether, and it's precursor 2,4,4'-trichloro-2'-bromodiphenyl ether, a novel compound.
    Type: Grant
    Filed: July 30, 1998
    Date of Patent: October 17, 2000
    Inventor: Thomas F. Cleary
  • Patent number: 5892131
    Abstract: A process and intermediate compounds for the preparation of fluoroolefin compounds which are useful as pesticidal agents.
    Type: Grant
    Filed: May 29, 1997
    Date of Patent: April 6, 1999
    Assignee: American Cyanamid Company
    Inventors: Keith Douglas Barnes, Yulin Hu, David Allen Hunt
  • Patent number: 5861540
    Abstract: Synthetic procedures to tetraalkyls, tetraacids and dianhydrides substituted 1,1,1-triaryl-2,2,2-trifluoroethanes which comprises: (1) 1,1-bis(dialkylaryl)-1-aryl-2,2,2 -trifluoroethane, (2) 1,1-bis(dicarboxyaryl)-1-aryl-2,2,2-trifluoroethane or (3) cyclic dianhydride or diamine of 1,1-bis(dialkylaryl)-1-aryl-2,2,2-trifluoroethanes. The synthesis of (1) is accomplished by the condensation reaction of an aryltrifluoromethyl ketone with a dialkylaryl compound. The synthesis of (2) is accomplished by oxidation of (1). The synthesis dianhydride of (3) is accomplished by the conversion of (2) to its corresponding cyclic dianhydride. The synthesis of the diamine is accomplished by the similar reaction of an aryltrifluoromethyl ketone with aniline or alkyl substituted or disubstituted anilines. Also, other derivatives of the above are formed by nucleophilic displacement reactions.
    Type: Grant
    Filed: April 15, 1994
    Date of Patent: January 19, 1999
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: William B. Alston, Roy F. Gratz
  • Patent number: 5741949
    Abstract: A preferred process for producing a brominated, non-fused aromatic composition involves a continuous bromination in a continuous, mixed reactor such as a continuous stirred tank reactor. Bromine and the aromatic substrate, and optionally a bromination catalyst, are continuously fed to a reaction zone to form a reaction mixture, and the reaction mixture is continuously withdrawn from the reaction zone after an established average residence time. Bromination levels can be readily controlled by controlling the average residence time of the reaction mixture within the reaction zone. Preferred continuos processes also provide mixed, brominated compositions having product distributions which are substantially broader than that obtained by batch brominations conducted to achieve the same level of bromination. Preferred products thus have broad melting ranges which are advantageous in compounding operations.
    Type: Grant
    Filed: April 8, 1996
    Date of Patent: April 21, 1998
    Assignee: Great Lakes Chemical Corporation
    Inventor: Art Mack
  • Patent number: 5698702
    Abstract: There is disclosed a dihalopropene compound of the formula I: ##STR1## wherein l is an integer of 1 to 5; m is an integer of 1 to 4; R.sup.1 's and R.sup.2 's are the same or different and are independently halogen or various other groups; D is oxygen; X's are the same or different and are independently chlorine or bromine; Y is oxygen; Z, P and Q are the same or different and are independently nitrogen or CH, provided that P and Q are not simultaneously nitrogen, and when Y is sulfur, Z is CH. Also disclosed is an insecticide/acaricide comprising the dihalopropene compound as an active ingredient. The dihalopropene compound exhibits excellent insecticidal/acaricidal action. Further disclosed is an intermediate compound for use in the production of the dihalopropene compound.
    Type: Grant
    Filed: February 12, 1996
    Date of Patent: December 16, 1997
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noriyasu Sakamoto, Masaya Suzuki, Toshio Nagatomi, Kazunori Tsushima, Kimitoshi Umeda
  • Patent number: 5658914
    Abstract: Diphenylcyclopropyl analogs in which one or more of the phenyl rings includes alkoxy substituents including a dialkylaminoalkoxy group, an unsubstituted piperazine alkoxy group, a substituted piperazine alkoxy group, an unsubstituted piperidine alkoxy group, and a substituted piperidine alkoxy group, and which may have one or two alkyl groups bonded to the cyclopropane. The compounds are useful as antiestrogens and anti-tumor agents.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: August 19, 1997
    Assignee: Research Corporation Technologies
    Inventors: Robert A. Magarian, Joseph T. Pento, Lynette Overacre
  • 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: 5498803
    Abstract: Poly(arylene ether)s containing pendent ethynyl and substituted ethynyl groups and poly(arylene ether) copolymers containing pendent ethynyl and substituted ethynyl groups are readily prepared from bisphenols containing ethynyl and substituted ethynyl groups. The resulting polymers are cured up to 350.degree. C. to provide crosslinked poly(arylene ether)s with good solvent resistance, high strength and modulus.
    Type: Grant
    Filed: March 7, 1994
    Date of Patent: March 12, 1996
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Paul M. Hergenrother, Brian J. Jensen
  • Patent number: 5426234
    Abstract: A composition of matter having the general structure: ##STR1## (wherein X is F, Cl, or NO.sub.2, and Y is CO, SO.sub.2 or C(CF.sub.3).sub.2) is employed to terminate a nucleophilic reagent, resulting in the exclusive production of phenylethynyl terminated reactive oligomers which display unique thermal characteristics. A reactive diluent having the general structure: ##STR2## (wherein R is any aliphatic or aromatic moiety) is employed to decrease the melt viscosity of a phenylethynyl terminated reactive oligomer and to subsequently react therewith to provide a thermosetting material of enhanced density. These materials have features which make them attractive candidates for use as composite matrices and adhesives.
    Type: Grant
    Filed: May 16, 1994
    Date of Patent: June 20, 1995
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Robert G. Bryant, Brian J. Jensen, Paul M. Hergenrother
  • 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
  • Patent number: 5352844
    Abstract: This invention relates to a process for isolation of partially brominated diphenyl ether mixtures ("Octabrom") having an average bromine content of 7.2-8.5. The process comprises: (i) adding a C.sub.1 -C.sub.4 alkanol to the Octabrom in solution in an organic solvent; (ii) maintaining the contact of the alkanol with Octabrom in the organic solvent for that period of time which is sufficient to allow the Octabrom to precipitate in crystalline form, making a slurry; and (iii) recovering the final Octabrom from the slurry.
    Type: Grant
    Filed: January 27, 1994
    Date of Patent: October 4, 1994
    Assignee: Great Lakes Chemical Corporation
    Inventors: Bhabatosh Bhattacharya, Wayne C. Muench
  • Patent number: 5312975
    Abstract: A process for the preparation of 5-(2,4-difluorophenyl)-salicylic acid comprising the reaction of an organometallic derivative with a suitable substituted benzene in the presence of a transition-metal based catalyst is described.
    Type: Grant
    Filed: December 27, 1991
    Date of Patent: May 17, 1994
    Assignee: Zambon Group S.p.A.
    Inventors: Claudio Giordano, Laura Coppi, Francesco Minisci
  • Patent number: 5302760
    Abstract: Stability enhancing additives of the formula: ##STR1## where R.sub.f is a perfluoroalkyl group having 1 to 15 carbon atoms and n has a value of 1 to 6, for perfluoropolyalkylether fluids. These additives are incorporated into perfluoropolyalkylether fluids in an amount ranging from about 0.01 to 3 weight percent.
    Type: Grant
    Filed: March 12, 1993
    Date of Patent: April 12, 1994
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Lois J. Gschwender, Carl E. Snyder, Jr.
  • Patent number: 5283371
    Abstract: A process for the production of a boronic acid of formula III, ##STR1## in which an organometallic of formula IV, ##STR2## in which formula IV, M represents a metallic moiety such as --MgX, X being a halogen or an alkali metal is treated with a trialkoxy borane of formula B(OR).sub.3, R representing an alkyl group and the product is hydrolysed.
    Type: Grant
    Filed: June 26, 1991
    Date of Patent: February 1, 1994
    Assignee: National Research Development Corporation
    Inventors: Michael Elliott, Norman F. Janes, Bhupinder P. S. Khambay
  • Patent number: 5243087
    Abstract: A pyridine derivative of the formula: ##STR1## wherein R.sup.1 is, the same or different, each a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.1 -C.sub.3 alkoxy group, a C.sub.1 -C.sub.3 haloalkoxy group, a cyano group or a nitro group; R.sup.2 is, the same or different, each a hydrogen atom, a halogen atom or a methyl group; R.sup.3 is a halogen atom or a C.sub.1 -C.sub.3 alkyl group; R.sup.4 is a hydrogen atom or a C.sub.1 -C.sub.3 alkyl group; R.sup.5 is, the same or different, each a halogen atom, a C.sub.1 -C.sub.3 alkyl group, a C.sub.1 -C.sub.3 haloalkyl group, a C.sub.1 -C.sub.3 alkoxy group or a C.sub.1 -C.sub.3 haloalkoxy group; X is an oxygen atom, a sulfur atom, a carbonyl group, a sulfinyl group, a sulfonyl group, an imino group or a methylene group; Y is an oxygen atom or a sulfur atom; l is an integer of 1 to 5; m is an integer of 1 to 3; and n is an integer of 1 to 4, which is useful for control of insect pest.
    Type: Grant
    Filed: March 17, 1992
    Date of Patent: September 7, 1993
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noriyasu Sakamoto, Hirosi Kisida, Hiroaki Fujimoto, Kimitoshi Umeda, Noritada Matsuo
  • Patent number: 5242996
    Abstract: A modified epoxy resin or compound of the formula: ##STR1## wherein A is the backbone reside of a glycidyl ether epoxy resin with removal of the glycidyloxy groups; R.sup.1 and R.sup.2 are independently a hydrogen atom or C.sub.1 -C.sub.12 alkyl; R.sup.3 is a glycidyl group; and n is an integer of greater than 1. A method for producing the modified epoxy resin is also disclosed.
    Type: Grant
    Filed: May 22, 1991
    Date of Patent: September 7, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Kei Aoki, Ryuzo Mizuguchi
  • Patent number: 5225436
    Abstract: Certain aryl substituted naphthalene, benzoxepine, benzazepine and henzocycloheptene derivatives are disclosed. The compounds are useful in treating hyperproliferative skin disease, allergic reactions and inflammation.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: July 6, 1993
    Assignee: Schering Corporation
    Inventors: Neng-Yang Shih, Pietro Mangiaracina, Michael J. Green, Ashit K. Ganguly
  • Patent number: 5223536
    Abstract: The 1,4-diaryl-1-cyclopropyl-4-substituted butane pesticides of the following formula are effective as insecticides and acaricides: ##STR1## in which X and Y are independently hydrogen, halogen, alkyl, alkoxy, cycloalkylalkoxy, alkylcarbonyl, alkoxycarbonyl, haloalkyl, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, alkylsulfonyl, trialkylamino, nitro, or cyano; or X and Y together are --OCH.sub.2 O-- or --OCF.sub.2 O-- bridging the 2-3 or 3-4 positions of the phenyl ring; Ar is 3-phenoxyphenyl, 4-fluoro-3-phenoxyphenyl, 6-phenoxypyridin-2-yl, or 2-methyl(1,1'-biphenyl)-3-yl;R is cyano, methyl, trifluoromethyl, alkenyl, alkynyl, or halogen.
    Type: Grant
    Filed: July 23, 1991
    Date of Patent: June 29, 1993
    Assignee: FMC Corporation
    Inventors: Thomas G. Cullen, Scott McN. Sieburth, Gary A. Meier, John F. Engel
  • Patent number: 5210321
    Abstract: A process for producing a mixture of brominated diphenyl oxides with an average bromine number of 7.0 to 7.8 is improved by the utilization of a multi-step, multi-catalyst procedure. The process uses a zirconium catalyst in the first reaction and an iron catalyst in the second reaction to yield a whiter flame retardant product having less tendency to discolor plastic resins.
    Type: Grant
    Filed: September 25, 1991
    Date of Patent: May 11, 1993
    Assignee: Ethyl Corporation
    Inventors: Bonnie G. McKinnie, Mark A. Templeton
  • Patent number: 5136107
    Abstract: A process for producing a mixture of ar-brominated polyphenyl compounds with an average of from about 3 to about 4 bromine atoms per aromatic ring utilizing a novel catalytic system for at least a portion of the bromination reaction so as to obtain an ar-brominated polyphenyl compound with excellent color characteristics.
    Type: Grant
    Filed: June 4, 1990
    Date of Patent: August 4, 1992
    Assignee: Ethyl Corporation
    Inventors: Eddie M. Stephens, James C. Holly