Halogen Containing Patents (Class 568/639)
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Patent number: 8680341Abstract: 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: GrantFiled: June 14, 2010Date of Patent: March 25, 2014Assignee: Chemtura CorporationInventors: Frank Liu, Kenneth Bol, Mark V. Hanson, Larry Timberlake
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Patent number: 8357738Abstract: 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: GrantFiled: November 24, 2009Date of Patent: January 22, 2013Assignee: Chemtura CorporationInventors: Larry D. Timberlake, James D. Siebecker
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Patent number: 8263693Abstract: 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: GrantFiled: August 29, 2008Date of Patent: September 11, 2012Assignee: LG Chem, Ltd.Inventors: You-seok Seo, Ki-young Nam, Yong-yeon Hwang, Je-sun Yoo, Hyeon-gook Kim, Myeong-soo Song
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Publication number: 20120083542Abstract: 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: ApplicationFiled: March 18, 2009Publication date: April 5, 2012Applicant: PATRICK VON HERTZBERGInventor: Thomas Müller
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Publication number: 20110306782Abstract: 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: ApplicationFiled: December 8, 2008Publication date: December 15, 2011Applicant: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S)Inventors: Marc Taillefer, Ning Xia, Florian Monnier, Anis Tlili
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Publication number: 20100152272Abstract: 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: ApplicationFiled: February 17, 2010Publication date: June 17, 2010Applicant: BEZWADA BIOMEDICAL, LLCInventor: Rao S. Bezwada
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Patent number: 7709687Abstract: 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: GrantFiled: October 6, 2006Date of Patent: May 4, 2010Assignee: Council Of Scientific & Industrial ResearchInventors: Yves Gnanou, Rachid Matmour, Arvind Sudhakar More, Prakash Purushottam Wadgaonkar
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Publication number: 20090227816Abstract: 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: ApplicationFiled: February 26, 2009Publication date: September 10, 2009Applicant: BROMINE COMPOUNDS LTD.Inventors: Haim Stollar, Gershon Miaskovski, Aharon Meirom, Michael Peled, Jie Yu, Iris Ben David
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Patent number: 7544400Abstract: 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: GrantFiled: November 28, 2005Date of Patent: June 9, 2009Assignee: Merck Patent GmbHInventors: Mark John Goulding, Kevin Aldem, Warren Duffy, Patricia Eileen Saxton
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Publication number: 20080281024Abstract: 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: ApplicationFiled: November 16, 2006Publication date: November 13, 2008Applicant: BROMINE COMPOUNDS LTD.Inventors: Jakob Oren, Nasif Yassin, Joseph Zilberman, Dorit Canfi, Ron Frim, Dov Beruben
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Publication number: 20080058558Abstract: 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: ApplicationFiled: August 23, 2007Publication date: March 6, 2008Applicant: ALBEMARLE CORPORATIONInventors: Arthur G. Mack, Paul F. Ranken, Robert E. Williams
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Publication number: 20080058555Abstract: 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: ApplicationFiled: August 23, 2007Publication date: March 6, 2008Applicant: ALBEMARLE CORPORATIONInventors: Arthur G. Mack, Bonnie Gary McKinnie
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Publication number: 20080058559Abstract: 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: ApplicationFiled: August 23, 2007Publication date: March 6, 2008Applicant: ALBEMARLE CORPORATIONInventors: Saadat Hussain, Arthur G. Mack
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Patent number: 7297822Abstract: 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: GrantFiled: March 30, 2006Date of Patent: November 20, 2007Assignee: Council of Scientific & Industrial ResearchInventors: More Arvind Sudhakar, Wadgaonkar Prakash Purushottam
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Patent number: 7276633Abstract: 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 generaType: GrantFiled: October 30, 2003Date of Patent: October 2, 2007Assignee: Merck Patent GmbHInventors: Eike Poetsch, Werner Binder, Peer Kirsch, Andreas Taugerbeck
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Patent number: 6770463Abstract: 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: GrantFiled: August 2, 2001Date of Patent: August 3, 2004Assignee: BASF AktiengesellschaftInventors: John Francis Chiarello, Brian Lee Buckwalter, Timothy Claude Barden
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Patent number: 6762329Abstract: 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: GrantFiled: April 25, 2002Date of Patent: July 13, 2004Assignee: Massachusetts Institute of TechnologyInventors: Jean-Francois Marcoux, Sven Doye, Stephen Buchwald
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Patent number: 6706930Abstract: 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: GrantFiled: October 31, 2002Date of Patent: March 16, 2004Assignee: Ciba Specialty Chemicals CorporationInventors: Armando Di Teodoro, Werner Hölzl, Dieter Reinehr, Rudolf Zink
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Patent number: 6610890Abstract: 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 linkType: GrantFiled: January 7, 2002Date of Patent: August 26, 2003Assignee: 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
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Patent number: 6495728Abstract: 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: GrantFiled: September 12, 2001Date of Patent: December 17, 2002Assignee: BASF AktiengesellschaftInventor: William Wakefield Wood
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Patent number: 6465687Abstract: 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: GrantFiled: March 20, 2000Date of Patent: October 15, 2002Assignee: Karo Bio ABInventors: Yi-Lin Li, Ye Liu, Asa Hedfors, Johan Malm, Charlotta Mellin, Minsheng Zhang
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Publication number: 20020091281Abstract: 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: ApplicationFiled: October 22, 2001Publication date: July 11, 2002Applicant: Celanese Chemicals Europe GmbHInventors: Yves Chauvin, Lionel Magna, Gerald Peter Niccolai, Jean-Marie Basset
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Patent number: 6395939Abstract: 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: GrantFiled: October 5, 1998Date of Patent: May 28, 2002Assignee: Massachusetts Institute of TechnologyInventors: Jean-Francois Marcoux, Sven Doye, Stephen Buchwald
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Publication number: 20020032351Abstract: There is provided a process for the preparation of a chiral insecticidal and acaricidal compound of formula I.Type: ApplicationFiled: August 2, 2001Publication date: March 14, 2002Applicant: BASF AktiengesellschaftInventors: John Francis Chiarello, Brian Lee Buckwalter, Timothy Claude Barden
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Patent number: 6342642Abstract: 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 IIIType: GrantFiled: August 13, 2001Date of Patent: January 29, 2002Assignee: BASF AktiengesellschaftInventors: Yulin Hu, David Allen Hunt
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Patent number: 6288011Abstract: 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: GrantFiled: November 11, 1998Date of Patent: September 11, 2001Assignee: American Cyanamid Co.Inventors: Terence James Bentley, Keith Douglas Barnes
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Patent number: 6215029Abstract: 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: GrantFiled: June 9, 1999Date of Patent: April 10, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Urs Burckhardt, Armando Di Teodoro, Werner Hölzl, Dieter Reinehr, Rudolf Zink, Hanspeter Sauter, Uwe Gronde
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Patent number: 6198008Abstract: 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: GrantFiled: April 1, 1999Date of Patent: March 6, 2001Assignee: American Cyanamid CompanyInventor: Keith D. Barnes
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Patent number: 6166272Abstract: 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: GrantFiled: August 12, 1999Date of Patent: December 26, 2000Assignee: Occidental Chemical CorporationInventor: Sanjay Mandal
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Patent number: 6133483Abstract: 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: GrantFiled: July 30, 1998Date of Patent: October 17, 2000Inventor: Thomas F. Cleary
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Patent number: 5892131Abstract: A process and intermediate compounds for the preparation of fluoroolefin compounds which are useful as pesticidal agents.Type: GrantFiled: May 29, 1997Date of Patent: April 6, 1999Assignee: American Cyanamid CompanyInventors: Keith Douglas Barnes, Yulin Hu, David Allen Hunt
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Patent number: 5861540Abstract: 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: GrantFiled: April 15, 1994Date of Patent: January 19, 1999Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: William B. Alston, Roy F. Gratz
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Patent number: 5741949Abstract: 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: GrantFiled: April 8, 1996Date of Patent: April 21, 1998Assignee: Great Lakes Chemical CorporationInventor: Art Mack
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Patent number: 5698702Abstract: 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: GrantFiled: February 12, 1996Date of Patent: December 16, 1997Assignee: Sumitomo Chemical Company, LimitedInventors: Noriyasu Sakamoto, Masaya Suzuki, Toshio Nagatomi, Kazunori Tsushima, Kimitoshi Umeda
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Patent number: 5658914Abstract: 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: GrantFiled: June 7, 1995Date of Patent: August 19, 1997Assignee: Research Corporation TechnologiesInventors: Robert A. Magarian, Joseph T. Pento, Lynette Overacre
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Patent number: 5552549Abstract: 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: GrantFiled: September 29, 1994Date of Patent: September 3, 1996Assignee: Bayer AktiengesellschaftInventors: Christian Rasp, Helmut Waldmann, Hans-Joachim Traenckner
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Patent number: 5498803Abstract: 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: GrantFiled: March 7, 1994Date of Patent: March 12, 1996Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Paul M. Hergenrother, Brian J. Jensen
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Patent number: 5426234Abstract: 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: GrantFiled: May 16, 1994Date of Patent: June 20, 1995Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Robert G. Bryant, Brian J. Jensen, Paul M. Hergenrother
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Patent number: 5397802Abstract: 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: GrantFiled: February 22, 1993Date of Patent: March 14, 1995Assignee: Research Corporation Technologies, Inc.Inventors: Robert A. Magarian, Joseph T. Pento, May T. Griffin
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Patent number: 5382686Abstract: 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: GrantFiled: June 2, 1993Date of Patent: January 17, 1995Assignee: Bayer AktiengesellschaftInventors: Ferdinand Hagedorn, Helmut Fiege
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Patent number: 5352844Abstract: 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: GrantFiled: January 27, 1994Date of Patent: October 4, 1994Assignee: Great Lakes Chemical CorporationInventors: Bhabatosh Bhattacharya, Wayne C. Muench
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Patent number: 5312975Abstract: 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: GrantFiled: December 27, 1991Date of Patent: May 17, 1994Assignee: Zambon Group S.p.A.Inventors: Claudio Giordano, Laura Coppi, Francesco Minisci
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Patent number: 5302760Abstract: 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: GrantFiled: March 12, 1993Date of Patent: April 12, 1994Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Lois J. Gschwender, Carl E. Snyder, Jr.
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Patent number: 5283371Abstract: 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: GrantFiled: June 26, 1991Date of Patent: February 1, 1994Assignee: National Research Development CorporationInventors: Michael Elliott, Norman F. Janes, Bhupinder P. S. Khambay
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Patent number: 5242996Abstract: 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: GrantFiled: May 22, 1991Date of Patent: September 7, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki, Ryuzo Mizuguchi
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Patent number: 5243087Abstract: 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: GrantFiled: March 17, 1992Date of Patent: September 7, 1993Assignee: Sumitomo Chemical Company, LimitedInventors: Noriyasu Sakamoto, Hirosi Kisida, Hiroaki Fujimoto, Kimitoshi Umeda, Noritada Matsuo
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Patent number: 5225436Abstract: 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: GrantFiled: October 15, 1991Date of Patent: July 6, 1993Assignee: Schering CorporationInventors: Neng-Yang Shih, Pietro Mangiaracina, Michael J. Green, Ashit K. Ganguly
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Patent number: 5223536Abstract: 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: GrantFiled: July 23, 1991Date of Patent: June 29, 1993Assignee: FMC CorporationInventors: Thomas G. Cullen, Scott McN. Sieburth, Gary A. Meier, John F. Engel
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Patent number: 5210321Abstract: 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: GrantFiled: September 25, 1991Date of Patent: May 11, 1993Assignee: Ethyl CorporationInventors: Bonnie G. McKinnie, Mark A. Templeton
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Patent number: 5136107Abstract: 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: GrantFiled: June 4, 1990Date of Patent: August 4, 1992Assignee: Ethyl CorporationInventors: Eddie M. Stephens, James C. Holly