Halogen Containing Patents (Class 568/610)
  • Patent number: 9173939
    Abstract: Compounds having a structure of Structure I: or a pharmaceutically acceptable salt, tautomer, or stereoisomer thereof, wherein R1, R2, R3, R4, R5, J1, J2, X, Z, n1 and n2 are as defined herein, and wherein at least one of R1, R2 or R3 is an alkyl, alkenyl, aryl or aralkyl ester, are provided. Uses of such compounds for treatment of various indications, including prostate cancer, as well as methods of treatment involving such compounds are also provided.
    Type: Grant
    Filed: May 9, 2014
    Date of Patent: November 3, 2015
    Assignees: The University of British Columbia, British Columbia Cancer Agency Branch
    Inventors: Raymond J. Andersen, Marianne D. Sadar, Javier Garcia Fernandez, Nasrin R. Mawji, Jun Wang, Carmen Adriana Banuelos
  • Publication number: 20140318626
    Abstract: The present invention provides a high-conductivity hole transport material for reducing a photoelectron recombination reaction, and a solid-state dye-sensitized solar cell. The hole transport material is formed by using a compound having the structure of chemical formula (1) or (2) according to the present invention. The solid-state dye-sensitized solar cell comprises a hole transport material layer, which is formed by coating the compound on an inorganic oxide layer by means of photoelectrochemical polymerization or by means of thermal polymerization.
    Type: Application
    Filed: January 31, 2012
    Publication date: October 30, 2014
    Applicant: POSTECH ACADEMY-INDUSTRY FOUNDATION
    Inventors: Taiho Park, In Young Song
  • Publication number: 20140135518
    Abstract: A compound of formula (I) wherein Rf is —CF3, —C2F5, or —CF2CFXCF3; X is —F, or —OC3F7; Y is —H, —Cl, or —Br; R is —OH, —(CH2)nOH, —(OCH2CH2)mOH, —(CH2)n(OCH2CH2)mOH, —O—C(O)—R1, —(CH2)nO—C(O)R1, —(OCH2CH2)mOC(O)—R1, —C(O)NHw(CH2CH2OH)2-w, —C?N, —C?CH, or —C(O)R2; n is 1 to 10; m is 1 to 10; R1 is C1 to C10 alkyl; R2 is —H, C1 to C10 alkyl, —Cl, or —OCH2CH2OH; a is 1 to 5; b is 1 to 5; and w is 0, 1 or 2.
    Type: Application
    Filed: October 31, 2013
    Publication date: May 15, 2014
    Applicant: E I DU PONT DE NEMOURS AND COMPANY
    Inventor: Neville Everton Drysdale
  • Patent number: 8293947
    Abstract: The present invention concerns a method for the preparation of therapeutically valuable triphenylbutene derivatives, especially ospemifene or fispemifene.
    Type: Grant
    Filed: September 16, 2010
    Date of Patent: October 23, 2012
    Assignee: Hormos Medical Ltd.
    Inventors: Marja Sodervall, Maire Eloranta, Arja Kalapudas
  • Patent number: 8058481
    Abstract: Described is a process for the alkoxylation of alcohols with I, Cl, or CH3CO2 endgroups, using alkylene epoxides in the presence of boron based catalysts.
    Type: Grant
    Filed: April 30, 2009
    Date of Patent: November 15, 2011
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Kenneth Gene Moloy, James A. Schultz
  • Patent number: 7091270
    Abstract: The present invention provides novel pentabromobenzyl alkyl ethers serving as highly effective flame retardants in polymers. The invention further provides a fire retarded polymer composition comprising said pentabromobenzyl alkyl ethers.
    Type: Grant
    Filed: January 23, 2000
    Date of Patent: August 15, 2006
    Assignee: Bromine Compounds Ltd.
    Inventors: Joseph Zilberman, Alon Tavor, Dorit Canfi, David Ioffe, Grigory Titelman, Samuel Bron, Olga Weinberg
  • Patent number: 7019177
    Abstract: A process for preparing (per)fluorohalogenethers having general formula (II): R?CF2OCFA-CA?F2??(II) wherein:— A and A?, equal to or different from each other, are H, Cl or Br but they cannot be both H; R? has the following meanings: RO—, wherein R is a (per)fluorinated substituent, selected from the following groups: linear or branched C1–C20 alkyl; C3–C7 cycloalkyl; aromatic, C6–C10 arylalkyl or alkylaryl; C5–C10 heterocyclic or alkylheterocyclic; or a perfluoropolyether substituent T-Rf— wherein T=—OCF2OCFA-CA?F2, —OCF2XI, wherein XI=F, CF3, Cl; Rf is a perfluorooxyalkylene chain; by reaction of carbonyl compounds having formula R?COF (III) wherein R?=RO—, or R?=Q-Rf— wherein Q=—OCOF, —OCF2XI; in liquid phase with elemental fluorine and with olefinic compounds having formula CAF=CA?F (IV), at temperatures from ?120° C. to ?20° C.
    Type: Grant
    Filed: January 29, 2004
    Date of Patent: March 28, 2006
    Assignee: Solvay Solexis, S.p.A.
    Inventors: Vito Tortelli, Pierangelo Calini
  • Patent number: 6891070
    Abstract: A new method for the preparation of a selective estrogen receptor modulator and its isomers. Also disclosed is the preparation of new intermediates and their use in the preparation of the selective estrogen receptor modulator.
    Type: Grant
    Filed: March 21, 2002
    Date of Patent: May 10, 2005
    Assignee: Hormos Medical Corporation
    Inventors: Arja Kalapudas, Marja Södervall
  • Patent number: 6881868
    Abstract: Compounds of formula (I), wherein R1 and R2 are, independently of one another, H,C1-C6alkyl, C1-C6halogenalkyl, C1-C6alkoxyl, C1-C6alkoxy-C1-C6alkyl, or C1-C6alkoxy-C1-C6alkyloxy, and R3 is C1-C6alkyl, are obtainable in high yiedls by stereoselective addition of R3-substituted propionic acid esters to R1- and R2-substituted benzaldehydes of formula R—CHO to form corresponding 3-R-3-hydroxy-2-R3-propionic acid esters, conversion of the OH group to a leaving group, subsequent regioselective elimination to form 3-R-2-R3-propenic acid esters, and reduction to corresponding 3-R-2-R3-allyl alcohols and their enantioselective hydrogenation, wherein R is (a).
    Type: Grant
    Filed: June 26, 2001
    Date of Patent: April 19, 2005
    Assignee: Speedel Pharma AG
    Inventors: Stefan Stutz, Peter Herold, Felix Spindler, Walter Weissensteiner, Thomas Sturm
  • Patent number: 6756512
    Abstract: The invention relates to a novel process for preparing 2-alkyl-3-chlorophenols.
    Type: Grant
    Filed: October 30, 2002
    Date of Patent: June 29, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Hübsch, Reinhard Lantzsch, Thorsten Müh, Holger Weintritt
  • Patent number: 6646166
    Abstract: The present invention provides an improved process for the preparation of 1,4-diaryl-2-fluoro-1,3-butadiene compounds of the structural formula I In addition, the present invention provides an improved process for the preparation of 1,4-diaryl-2-fluoro-2-butadiene compounds of the structural formula IV
    Type: Grant
    Filed: October 1, 2001
    Date of Patent: November 11, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Yulin Hu, David Allen Hunt, Keith Douglas Barnes
  • Patent number: 6429341
    Abstract: The present invention is a novel class of compounds useful in useful in thermally-responsive record material of the type comprising a substrate having provided thereon in substantially contiguous relationship an electron donating dye precursor, and an acidic developer material. The novel compound of the invention is a compound of the formula wherein P is selected from wherein R1, is selected from hydrogen, alkoxy, and aralkoxy; wherein R2 is aralkoxyalkoxy when P is phenyl, and R2 is selected from aralkoxyalkoxy or alkoxyalkoxy when P is naphthyl. Said alkyl moieties are each independently from one to eight carbons, said aryl moieties each independently being unsubstituted or substituted by alkyl (C1-C8), alkoxy (C1-C8) or halogen. The compounds of the invention enable manufacture of thermally responsive record material of the invention having the unexpected and remarkable properties of enhanced image intensity or density, and/or improved thermal response.
    Type: Grant
    Filed: January 4, 2001
    Date of Patent: August 6, 2002
    Assignee: Appleton Papers Inc.
    Inventor: Ponnampalam Mathiaparanam
  • Publication number: 20020007091
    Abstract: The present invention is a novel class of compounds useful in useful in thermally-responsive record material of the type comprising a substrate having provided thereon in substantially contiguous relationship an electron donating dye precursor, and an acidic developer material.
    Type: Application
    Filed: January 4, 2001
    Publication date: January 17, 2002
    Applicant: Appleton Papers Inc.
    Inventor: Ponnampalam Mathiaparanam
  • Publication number: 20010036965
    Abstract: Mono- and di-iodinated nonoxynol-9-derivatives and methods for their use are disclosed.
    Type: Application
    Filed: April 3, 2001
    Publication date: November 1, 2001
    Applicant: The Medical College of Hampton Roads, Eastern Virginia Medical School
    Inventors: George Digenis, Philip Fowler, Kazuya Matsumoto, Gustavo Doncel
  • Patent number: 6281251
    Abstract: Mono- and di-iodinated nonoxynol-9-derivatives and methods for their use are disclosed.
    Type: Grant
    Filed: March 22, 1999
    Date of Patent: August 28, 2001
    Assignees: University of Kentucky Research Foundation, The Medical College of Hampton Roads, Eastern Virginia Medical School
    Inventors: George Digenis, Philip Fowler, Kazuya Matsumoto, Gustavo Doncel
  • Patent number: 6171664
    Abstract: The invention relates to tolan derivatives of the formula I in which R1, R2, A, Z, L1, L2, L3, L4, L5, L6, Q, m and n are as defined herein.
    Type: Grant
    Filed: June 17, 1999
    Date of Patent: January 9, 2001
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Matthias Bremer, Detlef Pauluth, Harald Hirschmann
  • Patent number: 5910617
    Abstract: The process according to the invention consists in preparing chlorides of aliphatic or cycloaliphatic hydrocarbons by reacting the corresponding mono- or polyalcohol with phosgene or thionyl chloride in the presence of at least one catalyst chosen from hexasubstituted guanidinium halides and their hydrohalides, optionally grafted via one of their radicals to a silica-based support.The chlorides are quickly obtained with good yields and contain few by-products such as carbonates or chloroformates.
    Type: Grant
    Filed: June 18, 1998
    Date of Patent: June 8, 1999
    Assignee: Societe Nationale Des Poudres Et Exploisfs
    Inventors: Loic Lecomte, Serge Metge, Denis Souyri
  • Patent number: 5880162
    Abstract: A pesticidal compound of formula I: ##STR1## in which formula: either R.sup.1 is hydrogen and R.sup.2 represents a cyclopropyl group or R.sup.1 and R.sup.2 each represent an alkyl group, which alkyl groups may be the same or different;Ar.sub.A represents an optionally substituted phenyl or naphthyl group;Ar.sub.B represents a phenoxy, phenyl, benzyl or benzoyl-substituted phenyl group which is optionally further substituted;the configuration of the groups Ar.sub.A --CR.sup.1 R.sup.2 and --CH.sub.2 Ar.sub.B about the double bond being mutually trans.Preferably Ar.sub.A is a substituted phenyl group; more preferably being substituted at the 4-(para) position by halogen, alkoxy or haloalkyl.Further provided is a process for the preparation of a pesticidal compound of formula I in which a compound comprising a moiety ##STR2## and a compound comprising a moiety Ar.sub.B -- are reacted together forming a link --CH.dbd.C(F)CH.sub.2 -- between ##STR3## and Ar.sub.B in the compound of formula I.
    Type: Grant
    Filed: October 21, 1996
    Date of Patent: March 9, 1999
    Assignee: British Technology Group, Ltd.
    Inventors: Bhupinder Pall Singh Khambay, Mu-Guang Liu
  • Patent number: 5366517
    Abstract: A fuel additive composition comprising:(a) a poly(oxyalkylene) hydroxyaromatic ether having the formula: ##STR1## or a fuel-soluble salt thereof; where R.sub.1 and R.sub.2 are each independently hydrogen, hydroxy, lower alkyl having 1 to 6 carbon atoms, or lower alkoxy having 1 to 6 carbon atoms; R.sub.3 and R.sub.4 are each independently hydrogen or lower alkyl having 1 to 6 carbon atoms; R.sub.5 is hydrogen, alkyl having 1 to 30 carbon atoms, phenyl, aralkyl or alkaryl having 7 to 36 carbon atoms, or an acyl group of the formula: ##STR2## where R.sub.6 is alkyl having 1 to 30 carbon atoms, phenyl, or aralkyl or alkaryl having 7 to 36 carbon atoms; n is an integer from 5 to 100; and x is an integer from 0 to 10; and(b) a poly(oxyalkylene) amine having at least one basic nitrogen atom and a sufficient number of oxyalkylene units to render the poly(oxyalkylene) amine soluble in hydrocarbons boiling in the gasoline or diesel fuel range.
    Type: Grant
    Filed: December 18, 1992
    Date of Patent: November 22, 1994
    Assignee: Chevron Research and Technology Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5210322
    Abstract: A process for preparing ethers which comprises contacting a carboxylated ether with a metal oxide catalyst under conditions effective to produce the ether.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: May 11, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Stephen W. King, Kurt D. Olson
  • Patent number: 5198570
    Abstract: Highly fluorinated aryloxyfluoroether esters, acids and alcohols, which are intermediates in the production of vinyl monomers, are provided. Also provided is a process for making aryloxyfluoroether esters by the base catalyzed addition of hydroxyaromatic compounds to perfluorovinylether esters.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: March 30, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Andrew E. Feiring
  • Patent number: 5104987
    Abstract: This invention relates to a process for the alkoxylation of an active hydrogen-containing compound comprising contacting the active hydrogen-containing compound with an alkylene carbonate in the presence of a mixed metal oxide catalyst under conditions effective to alkoxylate the active hydrogen-containing compound.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: April 14, 1992
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventor: Stephen W. King
  • Patent number: 5080827
    Abstract: An optically active compound particularly useful as a component of liquid crystal compositions having a high response rate and a chiral liquid crystal composition containing the same are provided, which optically active compound is expressed by the formula (I) ##STR1## wherein R.sup.1 represents alkyl or alkoxy each of 1-20 C, H, halogen or CN; ##STR2## and ##STR3## each represent a specified six-membered ring; R.sup.2 represents alkyl of 1-20 C; the asterisk designates an asymmetric carbon atom; and m and n each represents 0 or 1.
    Type: Grant
    Filed: August 24, 1990
    Date of Patent: January 14, 1992
    Assignee: Chisso Corporation
    Inventors: Kazutoshi Miyazawa, Shinichi Saito, Kouji Ohno, Hiromichi Inoue, Makoto Ushioda
  • Patent number: 5068458
    Abstract: A process for the preparation of a compound of formula (I): ##STR1## in which X and Y are identical and represent halogen, or X is halogen and Y is hydrogen, which comprises halogenating 2-methyl-6-methoxynaphthalene, of formula (II): ##STR2## in the presence of a free radical initiator.
    Type: Grant
    Filed: June 28, 1990
    Date of Patent: November 26, 1991
    Assignee: Beecham Group p.l.c.
    Inventors: John R. M. Dales, Sidney E. Callander
  • Patent number: 5012011
    Abstract: This invention relates to fluorinated vinyl ethers having the formula ##STR1## wherein t has a value of from 1 to 22; R' is C.sub.2 to C.sub.20 alkylene, alkoxyalkylene, arylene or aryloxyalkylene which radicals are optionally fluorinated; R" is a divalent radical having from 1 to 100 carbon atoms and is selected from the group of alkylene, arylene, alkarylene, aralkylene which groups are optionally substituted with lower alkyl or the radical ##STR2## wherein R is a polyvalent linear, branched or cyclic hydrocarbon radical having from 2 to 20 carbon atoms, optionally substituted with alkyleneoxy; A is a divalent radical selected from the group of ##STR3## where each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is independently hydrogen or ##STR4## B is lower alkyl; m has a value of from 0 to 4 and n has a value of from 0 to 20. The invention also relates to the manner of synthesizing the present fluorinated vinyl ethers and to their uses as release agents and stain protective coatings.
    Type: Grant
    Filed: October 20, 1989
    Date of Patent: April 30, 1991
    Assignee: GAF Chemicals Corporation
    Inventors: Kou-Chang Liu, Paul D. Taylor
  • Patent number: 4994601
    Abstract: Herbicidal .alpha.-(5-aryloxy-naphthalen-1-yl-oxy)-propionic acid derivatives of the formula ##STR1## in which R.sup.1 stands for hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 stands for hydrogen or halogen,R.sup.3 stands for halogen, cyano, trifluoromethyl or trifluoromethoxy,R.sup.4 stands for hydrogen or halogen,R.sup.5 stands for hydrogen or halogen andZ stands for halogen, hydroxyl, amino, alkylamino, alkenylamino, alkinylamino, arylamino, aralkylamino, alkoxycarbonylalkylamino, cyanamino, dialkylamino, dialkenylamino, alkylsulphonylamino, arylsulphonylamino, hydroxylamino, alkoxyamino, hydrazino, alkylsulphonylhydrazino, arylsulphonylhydrazino, alkylthio, arylthio, aralkylthio, alkoxycarbonylalkylthio or for the --O--R.sup.6 group, wherein R.sup.6 can be various organic radicals.The starting material naphthol of the formula ##STR2## is also new.
    Type: Grant
    Filed: September 22, 1988
    Date of Patent: February 19, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 4946984
    Abstract: This invention relates to the use of calcium sulfate as a catalyst in the preparation of alkoxylation products, i.e., condensation reaction products of alkylene oxides and organic compounds having at least one active hydrogen, that have beneficial, narrow molecular weight ranges.
    Type: Grant
    Filed: September 30, 1988
    Date of Patent: August 7, 1990
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventor: Charles F. Hauser
  • Patent number: 4918242
    Abstract: A process for producing the optically pure (+)- or (-)-isomer of a phenyl- or substituted-phenylalkanolamine compounds having pharmacologic activity without the need for resolution processes and novel intermediates useful in the process including optically pure haloalcohols are provided.
    Type: Grant
    Filed: June 12, 1989
    Date of Patent: April 17, 1990
    Assignee: Aldrich Chemical Company, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 4877548
    Abstract: A liquid crystalline compound and a liquid crystal composition containing the compound usable for liquid crystal display devices are provided, which liquid crystalline compound is expressed by the formulaR.sup.1 --A.sup.1 --B.sup.1 --A.sup.2 --B.sup.2 --A.sup.3.sub.n (CH.sub.2).sub.m CH.dbd.CF.sub.2wherein R.sup.1 is H or 1-20C alkyl or alkenyl wherein one --CH.sub.2 --group or two --CH.sub.2 -- groups not adjacent to each other may be substituted by --O--; the position and number of the double bond may be optionally chosen; A.sup.1, A.sup.2 and A.sup.3 each are ##STR1## and the H of the ##STR2## may be substituted by F, Cl or methyl; B.sup.1 and B.sup.2 each are --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond; n is 0 or 1; and m is 0-20.
    Type: Grant
    Filed: December 27, 1988
    Date of Patent: October 31, 1989
    Assignee: Chisso Corporation
    Inventors: Kisei Kitano, Makoto Ushioda, Manabu Uchida, Toshiharu Suzuki
  • Patent number: 4814524
    Abstract: Organic haloformate, e.g., chloroformate, compounds are converted to their corresponding halides, e.g., chlorides, by heating the haloformate, e.g., between 90.degree. C. and 150.degree. C., in the presence of a catalytic amount of an organic quaternary salt, e.g., quaternary ammonium or phosphonium salts, for a time sufficient to convert the haloformate to the corresponding halide.
    Type: Grant
    Filed: July 31, 1986
    Date of Patent: March 21, 1989
    Assignee: PPG Industries, Inc.
    Inventors: Robert G. Briody, James A. Manner
  • Patent number: 4798906
    Abstract: Alkyl-, aryl- or alkylaryl-alkoxy halides are prepared by reacting the corresponding alcohol, phenol or alkyl phenol with ethylene oxide and/or propylene oxide in the presence of an amine catalyst to form an alkoxy alcohol, and directly reacting the latter with a halogenating agent in the continuing presence of the amine catalyst.Neutralization of the product and/or catalyst removal from the first stage is no longer necessary and reaction rates and yields are increased in the second stage.
    Type: Grant
    Filed: July 29, 1987
    Date of Patent: January 17, 1989
    Assignee: The British Petroleum Company p.l.c.
    Inventors: Philip K. G. Hodgson, Nevin J. Stewart
  • Patent number: 4757145
    Abstract: Compounds suitable for being used as lubricants, having general formula:(I) RO--(C.sub.3 F.sub.6 O).sub.m --(CFXO).sub.n --CFX--L,or(II) R"CFXO--(C.sub.3 F.sub.6 O).sub.x (CFXO).sub.y --(C.sub.2 F.sub.4 O).sub.z --CFX--L,whereR=--CF.sub.3, --C.sub.2 F.sub.5, --C.sub.3 F.sub.7X=F, --CF.sub.3R"=F, --CF.sub.3, --C.sub.2 F.sub.5m=an integer from 3 to 100n=a finite integer, or=zero, wherefore m+n ranges from 3 to 100, provided that, if n is finite, m/n ranges from 5 to 20 and R is preferably=CF.sub.3, if n=zero, R is preferably --C.sub.2 F.sub.5 or --C.sub.3 F.sub.7x=a finite integer, or=zeroy, z=finite integers, such that x+y+z ranges from 5 to 200, while (x+z)/y ranges from 5 to 0.5, provided that when x=zero, z/y ranges from 1 to 0.5 and y+z ranges from 5 to 200 n while X is is preferably F, and R"=LL=group Y-Z,where:Y=--CH.sub.2 O--, --CH.sub.2 --OCH.sub.2, --CF.sub.2, --CF.sub.
    Type: Grant
    Filed: March 26, 1987
    Date of Patent: July 12, 1988
    Assignee: Montedison S.p.A.
    Inventors: Gerardo Caporiccio, Ezio Strepparola, Mario A. Scarati
  • Patent number: 4755503
    Abstract: Fragrance compositions prepared by adding thereto an olfactorily effective amount of substantially pure 2,4,6-tribromo-3-methylanisole are disclosed.
    Type: Grant
    Filed: October 21, 1987
    Date of Patent: July 5, 1988
    Assignee: Givaudan Corporation
    Inventors: Joachim E. Freudewald, Kenneth L. Purzycki, Joseph A. Virgilio
  • Patent number: 4734535
    Abstract: Aliphatic chlorine compounds of the formulaX--R.sup.1 --Cl Iwhere R.sup.1 is alkylene which may be interrupted by one or more oxygen atoms and which may be substituted by halogen, alkyl or aryl, and X is hydrogen, chlorine or OR.sup.2, where R.sup.2 is alkyl, cycloalkyl, aryl or aralkyl, are prepared by decarboxylating chloroformic acid esters or diesters at elevated temperatures by decarboxylating in the presence of a quaternary ammonium or phosphonium salt as catalyst.
    Type: Grant
    Filed: March 25, 1987
    Date of Patent: March 29, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Norbert Greif, Knut Oppenlaender
  • Patent number: 4714785
    Abstract: Organic haloformate, e.g., chloroformate, compounds are converted to their corresponding halides, e.g., chlorides, by heating the haloformate, e.g., between 90.degree. C. and 150.degree. C., in the presence of a catalytic amount of a carbon catalyst for a time sufficient to convert the haloformate to the corresponding halide.
    Type: Grant
    Filed: September 15, 1986
    Date of Patent: December 22, 1987
    Assignee: PPG Industries, Inc.
    Inventor: James A. Manner
  • Patent number: 4649160
    Abstract: Substituted phenoxy-aminopropanols of the formula ##STR1## wherein R is a branched-chain alkyl of 3 or 4 carbon atoms, R.sup.1 is hydrogen, halogen or lower alkyl and R.sup.2 and R.sup.3, independently, are hydrogen, halogen, lower alkyl, lower alkoxy or lower alkylthio, and pharmaceutically acceptable acid addition salts thereof, are described. A process for their preparation, as well as pharmaceutical preparations containing them are also described. The compounds of formula I and their salts possess cardioselective .beta.-adrenergic blocking activity and antihypertensive activity.
    Type: Grant
    Filed: September 6, 1985
    Date of Patent: March 10, 1987
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Peter J. Machin
  • Patent number: 4622431
    Abstract: Organic chloroformate compounds are decomposed to their corresponding chlorides by heating the chloroformate, e.g., between 100.degree. and 175.degree. C., in the presence of a catalytic amount of solid poly(vinylpyridine), e.g., poly(4-vinylpyridine), for a time sufficient to convert the chloroformate to the corresponding chloride.
    Type: Grant
    Filed: April 4, 1985
    Date of Patent: November 11, 1986
    Assignee: PPG Industries, Inc.
    Inventors: Robert G. Briody, Henry C. Stevens
  • Patent number: 4605784
    Abstract: Disclosed is a process for the preparation of ether-containing chlorides by reacting an ether-alcohol, ether-glycol or ether-polyglycol with a chlorinating agent such as thionyl chloride in the presence of a catalytic amount of a quaternary ammonium salt, the reaction being conducted at a temperature of about 25.degree. C. to about 90.degree. C.
    Type: Grant
    Filed: July 18, 1985
    Date of Patent: August 12, 1986
    Assignee: Eastman Kodak Company
    Inventors: Robert J. I. Eubanks, James G. Pacifici
  • Patent number: 4559179
    Abstract: A fluorine-containing vinyl compound of the formula: ##STR1## wherein Rf is fluoroalkyl of 4 to 20 carbon atoms, R.sub.1 is hydrogen or acyl of 1 to 3 carbon atoms, one of R.sub.2 and R.sub.3 is hydrogen and the other is methyl, R.sub.4 is hydrogen or methyl, A is a divalent organic group, and l, m and n are each an integer of 0 to 40 and satisfy 0<l+m+n.ltoreq.40, which can modify surface properties of resins.
    Type: Grant
    Filed: April 5, 1984
    Date of Patent: December 17, 1985
    Assignee: Daikan Kogyo Co., Ltd.
    Inventors: Iwao Hisamoto, Chiaki Maeda, Masaru Hirai
  • Patent number: 4460486
    Abstract: The process and polyoxyalkylene compound prepared by reacting 4,4'-thiodiphenol with at least one alkylene oxide in the presence of a base catalyst.
    Type: Grant
    Filed: November 1, 1982
    Date of Patent: July 17, 1984
    Assignee: BASF Wyandotte Corporation
    Inventor: David D. Newkirk
  • Patent number: 4391994
    Abstract: Oxyalkylene group of an alkylene oxide is inserted into a chain-type ether compound having at least one lower alkyl group by reacting the latter with the alkylene oxide in the presence of a catalyst prepared by mixing boron trifluoride and/or stannic chloride with an active-hydrogen compound exemplified by water or a lower aliphatic alcohol. The reaction results reduced formation of by-product dimer of the alkylene oxide even under an increased charging ratio of the alkylene oxide to the chain-type ether.
    Type: Grant
    Filed: October 19, 1981
    Date of Patent: July 5, 1983
    Assignee: Nisso Petrochemical Industrie Co., Ltd.
    Inventors: Kiyoshi Kogoma, Yu Ohashi, Jiro Niizeki, Norio Sone, Takashi Tobita
  • Patent number: 4376868
    Abstract: Cresylic acid ethoxylation is catalyzed by basic compounds and salts of alkaline earth metals. Ethoxylates from such reactions have narrow ethylene oxide distributions, lower pour points and lower by-products as compared to alkali base catalyzed ethoxylation. Suitable catalysts include strontium-containing and barium-containing materials. The catalyst also includes co-catalyst combinations using these materials with one or more promoters including polyols, amines, amides, carboxylic acids and phenols. The co-catalyst combinations can be preformed prior to introduction into the reaction mixture.
    Type: Grant
    Filed: February 14, 1980
    Date of Patent: March 15, 1983
    Assignee: Conoco Inc.
    Inventors: Gerald L. Nield, Kang Yang, Paul H. Washecheck
  • Patent number: 4251385
    Abstract: A polyol composition consisting essentially of a homogeneous liquid or low melting solid admixture of propylene glycol and a diol obtained by alkoxylating a propylene glycol dispersion of 3,3',5,5' tetrabromobisphenol A with ethylene oxide, propylene oxide or mixtures thereof. These polyol compositions are useful in preparing fire and chemical resistant thermosetting resinous compositions.
    Type: Grant
    Filed: September 11, 1978
    Date of Patent: February 17, 1981
    Assignee: Sherex Chemical Company, Inc.
    Inventors: Jack W. Sigan, James G. Fuller
  • Patent number: 4249024
    Abstract: The present invention discloses an improved method for the in situ end point determination of the oxyethylation of phenols. In the present invention, the oxyethylation reactions occur in the presence of catalysts and at temperatures in excess of 100.degree. C. The reaction end point is monitored by continuous measurements of the electrical conductivity of the reaction mixture and the reaction is terminated when a preselected rate of change of conductance is attained.The method of the present invention may be used with complex phenolic systems wherein alkali metal hydroxides, quarternary ammonium salts, or alkali metal alkoxides are used as oxyethylation catalysts.
    Type: Grant
    Filed: August 22, 1979
    Date of Patent: February 3, 1981
    Assignee: Great Lakes Chemical Corp.
    Inventor: David C. Sanders
  • Patent number: 4182727
    Abstract: Sulfo- and aminosulfonyl-substituted aryloxyalkyl diketones, useful as anti-viral agents, are prepared, respectively, by reacting a phenoxyalkyl diketone with sulfuric acid; or by reacting a haloalkyl diketone with an alkali metal salt of a hydroxybenzenesulfonamide.
    Type: Grant
    Filed: June 7, 1978
    Date of Patent: January 8, 1980
    Assignee: Sterling Drug Inc.
    Inventors: Joseph C. Collins, Guy D. Diana
  • Patent number: 4170711
    Abstract: Monomeric and polymeric halogenated organic compounds derived from 2,2',6,6'-tetrabromo-3,3',5,5' -tetraalkyl-4,4'-biphenols are described. The derivatives are useful in their monomeric and polymeric form as flame retardant additives and/or concentrates for normally flammable resinous materials. The thermal stability at elevated temperatures of the brominated biphenol derivatives advantageously benefits polymeric compositions containing the brominated biphenol derivatives especially when the polymeric compositions are molded into three dimensional articles, or formed into films, sheeting or shaped into fibers, laminates or reinforced plastics by conventional techniques.
    Type: Grant
    Filed: September 27, 1976
    Date of Patent: October 9, 1979
    Assignee: General Electric Company
    Inventors: Charles M. Orlando, Francois A. Lavallee
  • Patent number: 4169151
    Abstract: A new class of alkyl-aryl diethers having juvenile hormone activity (hereinafter designated JHA) and capable of retarding the metamorphosis of pupae or larvae into adult insects is disclosed. The new alkyl-aryl diethers are characterized in that one of the end groups is a phenyl group and the other end group is a halogenated group.
    Type: Grant
    Filed: January 30, 1978
    Date of Patent: September 25, 1979
    Assignee: Montedison S.p.A.
    Inventors: Pietro Massardo, Angelo Longoni, Paolo Piccardi
  • Patent number: 4149987
    Abstract: An oxyalkylated, halogenated product useful in making polyurethane foams is prepared by reacting an epoxide compound with a halogenated aromatic hydroxyl-containing compound (phenol) which is either a monohydroxy or polyhydroxy compound. Said aromatic hydroxyl compound has a hydroxy group attached directly to the aromatic nucleus. By the process of the invention, hydroxyalkylation occurs in the presence of a catalyst selectively active in the predominant oxyalkylation of aromatic hydroxyl groups, said catalyst selected from the group consisting of zinc, magnesium and a zinc or magnesium salt as defined. The reaction mixture can include an aliphatic hydroxyl-containing compound, a neutral phosphorus compound, and aliphatic or aromatic anhydrides or mixtures thereof to enhance the flame-retardant properties of the oxyalkylated product.
    Type: Grant
    Filed: March 1, 1978
    Date of Patent: April 17, 1979
    Assignee: BASF Wyandotte Corporation
    Inventors: Arthur L. Austin, William W. Levis, Jr.
  • Patent number: 4146736
    Abstract: Oxalkylene groups of oxacycloalkanes are inserted into chain-type ethers by reacting the latter with the oxacycloalkanes in the presence of Lewis acids. The ethers or ether mixtures obtained can be used for many purposes owing to their hydrophilic-hydrophobic character, for example as absorption and extraction agents, as solvents and as additives to hydraulic fluids.
    Type: Grant
    Filed: August 26, 1977
    Date of Patent: March 27, 1979
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Scheffel, Reinhold Obermeier