Halogen Containing Patents (Class 568/65)
  • Patent number: 8957253
    Abstract: A hexafluorodimethylcarbinol terminated compound, method of making it, and a composition of matter are disclosed. The compound may have the formula (CF3)2C(OH)-L-M-R. The substructure L may be selected from an optionally substituted propenylene group (—CH2CH?CH—) and trimethylene group (—CH2CH2CH2—). The substructure M may be selected from a substituted or unsubstituted methylene chain, a substituted or unsubstituted oxyalkylene chain, and a silicon-containing chain or combination thereof. In one embodiment, M may be selected from —(CH2)n—, —(OCH2CH2)m—, and —(Si(CH3)2O)p—Si(CH3)2— (CH2)q—, wherein n is at least 1, e.g., n is up to 10, m can be at least 1, e.g., m is up to 10, p can be 0 and in one embodiment is from 1 to 10, and wherein q can be 1 and in one embodiment is from 1 to 12. The substructure R represents one of a halogen, —SH, —SZ, —S—S-M-L-C(CF3)2(OH), wherein Z represents a thiol protecting group.
    Type: Grant
    Filed: July 17, 2014
    Date of Patent: February 17, 2015
    Assignee: The United States of America, as represented by the Secretary of the Navy
    Inventor: Arthur W. Snow
  • Patent number: 8816116
    Abstract: A hexafluorodimethylcarbinol terminated compound, method of making it, and a composition of matter are disclosed. The compound may have the formula (CF3)2C(OH)-L-M-R. The substructure L may be selected from an optionally substituted propenylene group (—CH2CH?CH—) and trimethylene group (—CH2CH2CH2—). The substructure M may be selected from a substituted or unsubstituted methylene chain, a substituted or unsubstituted oxyalkylene chain, and a silicon-containing chain or combination thereof. In one embodiment, M may be selected from —(CH2)n—, —(OCH2CH2)m—, and —(Si(CH3)2O)p—Si(CH3)2—(CH2)q—, wherein n is at least 1, e.g., n is up to 10, m can be at least 1, e.g., m is up to 10, p can be 0 and in one embodiment is from 1 to 10, and wherein q can be 1 and in one embodiment is from 1 to 12. The substructure R represents one of a halogen, —SH, —SZ, —S—S-M-L-C(CF3)2(OH), wherein Z represents a thiol protecting group.
    Type: Grant
    Filed: December 23, 2013
    Date of Patent: August 26, 2014
    Assignee: The United States of America, as represented by the Secretary of the Navy
    Inventor: Arthur W. Snow
  • Patent number: 8618330
    Abstract: A hexafluorodimethylcarbinol terminated compound, method of making it, and a composition of matter are disclosed. The compound may have the formula (CF3)2C(OH)-L-M-R. The substructure L may be selected from an optionally substituted propenylene group (—CH2CH?CH—) and trimethylene group (—CH2CH2CH2—). The substructure M may be selected from a substituted or unsubstituted methylene chain, a substituted or unsubstituted oxyalkylene chain, and a silicon-containing chain or combination thereof. In one embodiment, M may be selected from —(CH2)n—, —(OCH2CH2)m—, and —(Si(CH3)2O)p—Si(CH3)2—(CH2)q—, wherein n is at least 1, e.g., n is up to 10, m can be at least 1, e.g., m is up to 10, p can be 0 and in one embodiment is from 1 to 10, and wherein q can be 1 and in one embodiment is from 1 to 12. The substructure R represents one of a halogen, —SH, —SZ, —S—S-M-L-C(CF3)2(OH), wherein Z represents a thiol protecting group.
    Type: Grant
    Filed: August 27, 2009
    Date of Patent: December 31, 2013
    Assignee: The United States of America, as represented by the Secretary of the Navy
    Inventor: Arthur W Snow
  • Publication number: 20130172224
    Abstract: In a cleaning liquid containing (A) an anticorrosive agent, and (B) a solvent, a compound represented by the following formula (1): wherein, R represents a substituent group; m is an integer of 1 to 3; and n is an integer of 0 to 3, wherein provided that m is 2 or 3, R may be the same or different; or the following formula (2): HS—(CH2)x—OH??(2) wherein, x is an integer of no less than 3, is used as the anticorrosive agent (A).
    Type: Application
    Filed: December 27, 2012
    Publication date: July 4, 2013
    Applicant: Tokyo Ohka Kogyo Co., Ltd.
    Inventor: Tokyo Ohka Kogyo Co., Ltd.
  • Patent number: 8440736
    Abstract: The present invention provides modified multifunctional thiol-ene monomers wherein one or more thiols are reacted with a Michael addition reactive double bond compound. The present invention further discloses photocurable thiol-ene formulations comprising thiol-ene monomers including the modified multifunctional thiols. The present invention further discloses photocurable thiol-ene formulations comprising thiol-ene monomers and Michael addition reactive double bond molecules and a Michael catalyst. The formulations of the present invention can be photocured to make films or coatings. In a further disclosure, the formulations, including those comprised of unmodified multifunctional thiols and multifunctional enes, are photocured to form films applied to non-flexible or flexible polymer or non-polymer substrates suitable for food packaging, electronic products, optical products and other applications and free-standing films.
    Type: Grant
    Filed: April 6, 2009
    Date of Patent: May 14, 2013
    Assignee: University of Southern Mississippi
    Inventors: Charles E. Hoyle, Sergei Nazarenko, Huanyu Wei
  • Publication number: 20120292661
    Abstract: To provide a fluorinated curable resin composition which is excellent in thermal stability and thermal adhesive property. A fluorinated curable resin composition comprising a fluoropolymer (P) having a polymerizable double bond and a thiol compound (S), wherein the fluoropolymer (P) is a copolymer having repeating units derived from a fluoromonoene (a) and a fluorodiene (b) having a residual unsaturated side chain, and the content of the thiol compound (S) is from 0.01 to 1 part by mass per 100 parts by mass of the fluoropolymer (P).
    Type: Application
    Filed: August 3, 2012
    Publication date: November 22, 2012
    Applicant: Asahi Glass Company, Limited
    Inventors: Norihide SUGIYAMA, Keigo Matsuura
  • Publication number: 20120135823
    Abstract: An object of the present invention is to provide a golf ball having high resilience. The gist of the present invention resides in selecting an organic sulfur compound used for a golf ball rubber composition containing (a) a base rubber, (b) a co-crosslinking agent, (c) a crosslinking initiator, and (d) the organic sulfur compound from organic sulfur compounds having specific structures such that a sum of substituent constants of the substituents X in a structure represented by the following formula (4) is 0.2 or more and SP value of the structure represented by the following formula (4) is in a range from 19.0 (J/cm3) using the same.
    Type: Application
    Filed: October 20, 2011
    Publication date: May 31, 2012
    Inventors: Ayaka HIBI, Chiemi Mikura, Kazuhisa Fushihara, Yumi Kanemitsu, Mikio Yamada
  • Publication number: 20110207967
    Abstract: Using a combination of Kumada, Suzuki and Biellmann chemistry, various menaquinones can synthesised rapidly and with stereochemical integrity offering a new way of preparing these vitamin K2 components for the pharmaceutical market. In one embodiment a process for the preparation of a compound of formula (I) is defined including a step in which (i) a compound of formula (II) is reacted formula (III) wherein R is an alkyl group; LG is a leaving group; m is an integer from 0 to 8; n is an integer of from 0 to 9; and X is hydrogen, halide, hydroxyl or protected hydroxyl; in the presence of a copper, nickel or palladium catalyst.
    Type: Application
    Filed: September 24, 2009
    Publication date: August 25, 2011
    Inventors: Lars Skattebol, Inger Aukrust, Marcel Sandberg
  • Publication number: 20080274052
    Abstract: The present invention relates to methods and reagents for [18F]-fluorination, particularly of peptides. The resultant 18F-labelled compounds are useful as radiopharmaceuticals, specifically for use in Positron Emission Tomography (PET). Thus, a compound of formula 18F-(Linker)-SH, such as a compound of formula (IV), (V), or (VI): may be reacted with an activated peptide as a means for 18F-labelling.
    Type: Application
    Filed: April 7, 2008
    Publication date: November 6, 2008
    Applicant: GE HEALTHCARE LIMITED
    Inventors: Alan Cuthbertson, Magne Solbakken, Joseph Maduabuchi Arukwe, Hege Karlsen
  • Patent number: 7411097
    Abstract: By resolving objections in the prior art, provided are a novel copolymer suitable as a coating polymers which is excellent in adhesion to a substrate and can be used suitably as the polymer for the coating film having durability against pattern collapse in the finer pattern formation for progressed lithography technology and a method for producing the copolymer, as well as a novel thiol compound useful as a chain transfer agent in the production of the copolymer. The novel thiol compound of the present invention has the structure represented by the formula (1); wherein R1 is a bivalent substituent selected from linear, branched or cyclic saturated hydrocarbon having 1 to 15 carbon atoms.
    Type: Grant
    Filed: March 1, 2007
    Date of Patent: August 12, 2008
    Assignee: Maruzen Petrochemical Co. Ltd.
    Inventors: Takanori Yamagishi, Takahito Mita
  • Patent number: 7323602
    Abstract: A process for preparing an intermediate compound of formula (II) where n is an integer of from 3 to 14; R1 is haloC1-10alkyl, C1-10alkyl, C2-10alkenyl, C2-10cycloalkyl, carboxyC1-10alkyl, C1-10alkoxycarbonylC1-10alkyl, aryl (such as phenyl), aryl(C1-10)alkyl (such as phenyl(C1-10)alkyl) or di(C1-6alkyl)amino; and R2 is a halo group; the process comprising halogenation of a compound of formula (III) where n and R1 are as defined above. Novel compounds are also described and claimed.
    Type: Grant
    Filed: October 3, 2002
    Date of Patent: January 29, 2008
    Assignee: AstraZeneca AB
    Inventors: Kenneth Edwin Herbert Warren, Anne Margaret Lamont Kane
  • Patent number: 7173156
    Abstract: A method of thioacetate deprotection by providing a compound of the formula R1—S—CO—R2, and reacting the compound with a quaternary ammonium cyanide salt in the presence of a protic solvent in an inert atmosphere to convert the compound to a product of the formula R1—SH. R1 is an organic group in which the bonding to sulfur is through a saturated carbon, and R2 is an aliphatic group.
    Type: Grant
    Filed: April 10, 2006
    Date of Patent: February 6, 2007
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Brian T Holmes, Arthur W Snow
  • Patent number: 6770776
    Abstract: Fluorocarbon compounds are synthesized by reacting a substrate hydrocarbyl compound containing at least one sp3-hybridized halophoric carbon atom bearing at least two halogen atom substituents, at least one of which is a halogen atom having an atomic number greater than that of fluorine and the at least one halophoric carbon atom being bonded to at least one chalcogen, with at least one reactant which comprises a complex of a Bronstedt base with a defined amount n of hydrofluoric acid, n being at least 3 and not greater than 20.
    Type: Grant
    Filed: September 25, 2001
    Date of Patent: August 3, 2004
    Assignee: Rhone-Poulenc Chimie
    Inventors: Robert Janin, Laurent Saint-Jalmes
  • Patent number: 6646165
    Abstract: This invention is directed to a process for producing a bishalophenyl disulfide, chracterized by reacting a halothiophenol with an alkali metal hydroxide to obtain an alkali metal halothiophenolate and subsequently converting the halothiophenolate into a disulfide with an oxidizing agent in the presence of a mineral acid. By the process, a bishalophenyl disulfide having a high purity can be industrially produced in high yield.
    Type: Grant
    Filed: September 20, 2002
    Date of Patent: November 11, 2003
    Assignee: Sumitomo Seika Chemicals Co., Ltd.
    Inventors: Takehiro Hiyama, Hitoshi Karino, Shinji Nii
  • Patent number: 6509100
    Abstract: The present invention discloses hydrogen bond stabilized surface modifying agents having a fluorinated or semi-fluorinated carbon-containing tail group, an internal moiety capable of intermolecular hydrogen bonding or related acid-base interactions and a head group capable of reacting or interacting with surfaces such as metal, non-metallic, ceramic, other inorganic oxide or organic surfaces. The present invention also discloses cost effective method for making the agents, methods for treating surfaces therewith, the treated surfaces and devices made therefrom.
    Type: Grant
    Filed: August 18, 1999
    Date of Patent: January 21, 2003
    Assignee: The University of Houston System
    Inventors: T. Randall Lee, Michael Graupe
  • Patent number: 6500988
    Abstract: The invention relates to a particularly advantageous method for producing aryl thiols through the catalytic hydrogenation of diaryldisulphides. According to the invention, the hydrogenation is carried out in a basic alcoholic medium.
    Type: Grant
    Filed: April 19, 2000
    Date of Patent: December 31, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Friedrich-Wilhelm Ullrich, Helmut Fiege
  • Patent number: 6379590
    Abstract: A new method for producing unsymmetrically substituted fluorenyl compounds, one step of which is the preparation of 2,7-disubstituted fluoren-9-one derivatives via the nucleophilic substitution of a compound of the formula D wherein A′ is selected from the group consisting of —Br, —Cl, —F, —NO2, and —CN; A is selected from the group consisting of —NO2, —CN, —CO2R, —C(O)R, —SO2R, —SO2RF, —C(CN)═C(CN)2 and —CH═C(CN)2; RF is —CpF2p+1, p=from about 0 to about 10; R is an straight, branched or cyclic aliphatic alkyl group having about 1 to 10 carbon atoms, or an aromatic group such as phenyl or naphthyl; and is a carbonyl or a protected carbonyl such as a ketal or thio-ketal such as wherein R′ is —CrH2r+1; R″ is —(CH2)r—; and r is independently 2 or 3, with a nucleophilic reagent in the presence of an aprotic solvent
    Type: Grant
    Filed: December 2, 1994
    Date of Patent: April 30, 2002
    Assignee: AlliedSignal Inc.
    Inventors: Chengjiu Wu, Jianhui Shan
  • Patent number: 6365676
    Abstract: The invention concerns a process for the reaction of a perfluoroalkyl iodide of the formula CF3(CF2)h—I, where h is an integer from 4 to 18, with a compound having a terminal olefinic group, which comprises conducting said reaction in an aqueous medium containing 5 to 40% by weight of a water-soluble solvent and in the presence of from 0.02 to 0.5 equivalents of dithionite ion, based on the perfluoroalkyl iodide, at a temperature of from 0 to 40° C. and at a pH greater than 7.0.
    Type: Grant
    Filed: October 16, 2000
    Date of Patent: April 2, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: John Jennings, Ted Deisenroth, Marlon Haniff
  • Patent number: 6316636
    Abstract: Fluorocarbon compounds are synthesized by reacting a substrate hydrocarbyl compound containing at least one sp3-hybridized halophoric carbon atom bearing at least two halogen atom substituents, at least one of which is a halogen atom having an atomic number greater than that of fluorine and the at least one halophoric carbon atom being bonded to at least one chalcogen, with at least one reactant which comprises a complex of a Bronstedt base with a defined amount n of hydrofluoric acid, n being at least 3 and not greater than 20.
    Type: Grant
    Filed: February 28, 1996
    Date of Patent: November 13, 2001
    Assignee: Rhone-Poulenc Chimie
    Inventors: Robert Janin, Laurent Saint-Jalmes
  • Patent number: 6153322
    Abstract: The present invention discloses fluorocarbon-containing surface modifying agents having an .omega.-fluorocarbon-containing tail group and a head group for reacting or interacting with surfaces such as metal, non-metallic, ceramic, other inorganic oxide or organic surfaces, cost effective method for making the agents, methods for treating surfaces therewith, the treated surfaces and devices made therefrom.
    Type: Grant
    Filed: March 11, 1998
    Date of Patent: November 28, 2000
    Inventors: T. Randall Lee, Nupur Garg, Michael Graupe, Young Seok Shon
  • Patent number: 5808164
    Abstract: A process which can be used to produce an aromatic sulfide compound having the formula of (R.sub.4-n)(X.sub.n)(W)Ar--S--R' is provided. The process comprises contacting, in the presence of a surfactant, a halo-substituted aromatic compound in an aqueous solution with a salt of a mercaptan under conditions sufficient to produce the aromatic sulfide in which the halo-substituted aromatic compound and salt of mercaptan are each present in an amount effective to synthesize the aromatic sulfide wherein R is hydrogen or a hydrocarbyl radical, X is a halogen, n is a number from 0 to 3, W is a substituent, Ar is an aromatic ring, and R' is a hydrocarbyl radical.
    Type: Grant
    Filed: January 14, 1997
    Date of Patent: September 15, 1998
    Assignee: Phillipe Petroleum Company
    Inventor: James E. Shaw
  • Patent number: 5750763
    Abstract: The present invention provides:a process for producing an alkali metal salt of an arylmercaptan compound, represented by general formula (3): ##STR1## which process comprises reacting a disulfide compound represented by general formula: ##STR2## with a hydroxide of an alkali metal M.sup.1 in the presence of a sulfur compound represented by general formula (2):H.sub.(2-i) S(M.sup.1).sub.i (2)a process for producing an alkoxycarbonylalkylthioaryl compound represented by general formula (5): ##STR3## which process comprises reacting the above-mentioned alkalimetal salt of an arylmercaptan compound with a halogenofattyacid ester compound represented by general formula (4):X.sup.1 R.sup.2 COOR.sup.3 (4)at pH 7-10; anda process for producing the above-mentioned alkoxycarbonylalkylthioaryl compound, which process comprises reacting the above-mentioned disulfide compound with the above-mentioned hydroxide of an alkali metal M.sup.
    Type: Grant
    Filed: November 8, 1995
    Date of Patent: May 12, 1998
    Assignee: Ihara Chemical Industry Co., Ltd.
    Inventors: Tatsuo Sugiyama, Tadashi Nakayama
  • Patent number: 5741933
    Abstract: The present invention provides a process for preparing an aromatic or heteroaromatic thiol represented by the formula (2), the process comprising hydrolyzing an aromatic or heteroaromatic halogenated methyl sulfide represented by the formula (1)Ar.paren open-st.SCH.sub.3-m X.sub.m).sub.n (1)Ar.paren open-st.SH).sub.n (2)wherein Ar is an aromatic or heteroaromatic ring which has no substituent or which has an optional substituent or substituents, X is a halogen atom, m is an integer of 1 to 3 and n is 1 or 2.According to the present invention, an aromatic or heteroaromatic thiol can be prepared at a commercially low cost and with ease.
    Type: Grant
    Filed: July 24, 1996
    Date of Patent: April 21, 1998
    Assignee: Sumitomo Seika Chemicals Co., Ltd.
    Inventors: Hiroshi Goda, Mikio Yamamoto, Jun-ichi Sakamoto, Hitoshi Karino
  • Patent number: 5728887
    Abstract: A process for the preparation of a thiol comprising reacting hydrogen with a thiocyanate or disulfide wherein the reaction with thiocyanate is conducted in the presence of a catalyst comprising a Group VIII metal or a mixture thereof; and the reaction with thiocyanate or with disulfide is conducted in the presence of a catalyst comprising a Group VIII metal or mixture thereof in the presence of a modifier metal selected from a group consisting of Group IB, Group IIB, Group IIIA, Group IVA, Group VA and Group VIA metal or mixture thereof, said catalyst being on a porous insoluble support.
    Type: Grant
    Filed: April 10, 1996
    Date of Patent: March 17, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Stephen Ernest Jacobson
  • Patent number: 5659088
    Abstract: 4-Fluorothiophenol is obtained in outstanding purifies and yields if 4-fluorobenzenesulphonyl chloride is reacted with sodium hydrogen sulphite solution to give a solution of sodium 4-fluorobenzenesulphinate, this solution is reduced with sulphur dioxide to give 4,4'-difluorodiphenyl disulphide and finally this is reacted with sodium borohydride in a water-miscible inert organic solvent to give 4-fluorothiophenol (sodium salt). Free 4-fluorothiophenol can be isolated from the sodium salt solution by acidification.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: August 19, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Fiege, Ferdinand Hagedorn, Wolfgang Eymann, Otto Neuner, Herbert Muller
  • Patent number: 5602245
    Abstract: A process for the preparation of 2',3' dideoxynucleosides, 2'-deoxynucleosides, and 2',3'-dideoxy-2',3'-didehydronucleosides is provided that includes the synchronous addition of a stereoselecting moiety (a directing group) and a protected purine or pyrimidine base to 5-(S)-6-(protected-oxy)-4,5-dihydrofuran in the presence of a Lewis acid. This one vessel reaction eliminates the need to separately prepare and purify a 2'-substituted ribose derivative that in a second step is condensed with a purine or pyrimidine base. The process can be easily modified to increase the stereoselectivity of formation of the .beta.-anomeric nucleoside as necessary.
    Type: Grant
    Filed: November 4, 1992
    Date of Patent: February 11, 1997
    Assignee: Emory University
    Inventors: Julie Wurster, Dennis C. Liotta, Jianying Wang, Lawrence J. Wilson
  • Patent number: 5457235
    Abstract: The present invention provides liquid crystals that are diphenyldiacetylenes of the general formulas: ##STR1## where W, X, Y and Z are, independently of one another, a halogen atom, a hydrogen atom or a trihalomethyl group, T.sub.1 and T.sub.2, independently of one another can be an alkyl, alkene, alkoxy, alkenoxy, ether, thioalkyl, thioalkenyl, haloalkyl, haloalkoxy or haloalkylether groups having from three to twenty carbon atoms or a silylalkyl, silylalkenyl, silylalkoxy or silylthioalkyl group having from three to twenty-eight carbon atoms and wherein M.sub.1 and M.sub.2 can both be single bonds or one of M.sub.1 or M.sub.2 can be a trans-1,4-cyclohexylene or a --CH.sub.2 CH.sub.2 -trans-1,4-cyclohexylene.
    Type: Grant
    Filed: January 11, 1993
    Date of Patent: October 10, 1995
    Assignee: Displaytech, Inc.
    Inventors: Michael D. Wand, Sean D. Monahan, William N. Thurmes, Kundalika M. More
  • Patent number: 5354511
    Abstract: Compounds having non-linear optical activity of the general formula ##STR1## wherein D and A are electron donor and acceptor groups, respectively, R.sup.1 and R.sup.2 are aromatic bridging groups, X and Y are preferably groups capable of partaking in polymerization reactions are suitable for use in polymer-based light modulator devices.
    Type: Grant
    Filed: November 27, 1992
    Date of Patent: October 11, 1994
    Assignee: AlliedSignal Inc.
    Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
  • Patent number: 5352785
    Abstract: A process for the purification of a perfluorochemical composition comprises continuously mixing the perfluorochemical composition, comprising a liquid mixture of inert perfluorochemicals (e.g., perfluoroalkanes, perfluoroethers, perfluoroaminoethers, or perfluoroalkyl tertiary amines) and isomeric fluorohydrochemicals, with a stabilization composition comprising water-miscible alkanol and an aqueous solution of base (such as potassium hydroxide) made by dissolving the base in an amount of water sufficient to dissolve or disperse the fluoride salt by-products of the subsequent reaction of the base with the fluorohydrochemicals to form fluoroolefins, the amount of the alkanol in the stabilization composition being in stoichiometric excess of the amount needed to completely convert the fluoroolefins to alkoxyvinyl ethers. The process can be utilized to purify the product mixtures resulting from fluorination methods such as direct fluorination or ECF.
    Type: Grant
    Filed: March 30, 1993
    Date of Patent: October 4, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Thomas C. Herzberg, Robert B. Fletcher, Randall F. Henderson
  • Patent number: 5143915
    Abstract: A compound of the formula ##STR1## (symbols defined in the specification), its 3,4-dihydropyrimidine tautomer form and pharmaceutically acceptable salts thereof have calcium entry blocking activity. A process of preparation, pharmaceutical composition and method of using the compound to reduce blood pressure are also provided.
    Type: Grant
    Filed: July 25, 1990
    Date of Patent: September 1, 1992
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: George C. Rovnyak, Spencer D. Kimball
  • Patent number: 4996347
    Abstract: The present invention relates, by way of novel industrial products, to osides selected from the group consisting of:(i) the .beta.-.eta.-phenylthioxylosides of the formula: ##STR1## in which: R represents a hydrogen atom, a halogen atom, a nitro group or a cyano group,A represents the sulfur atom or the oxygen atom,B represents a CH.sub.2, CHOH or CO group andY represents the hydrogen atom or an acyl group; and(ii) epimers thereof when B is CHOH.These products are useful in therapy as antithrombotics.
    Type: Grant
    Filed: June 27, 1989
    Date of Patent: February 26, 1991
    Assignee: Fournier Innovation et Synergie
    Inventors: Soth Samreth, Francois Bellamy, Jean Millet
  • Patent number: 4985582
    Abstract: Bicyclo-[2,2,1]-heptanes, bicyclo-[2,2,2]-octanes and bicyclo-[2,2,3]-nonanes, having 2 or 3 ring hetero atoms selected from O, S and N substituted at the 1-position by a carbocyclic group other than an alkynylphenyl group, and substituted at the 4-position and optionally substituted at the 3 and/or 5 position, are valuable pesticides, particularly insecticides and acaricides. Various cyclization processes are disclosed to form the various bicyclo ring systems.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: January 15, 1991
    Assignee: The Wellcome Foundation Ltd.
    Inventor: John P. Larkin
  • Patent number: 4845300
    Abstract: The subject of the invention is a process for the preparation of 2-(perfluoroalkyl)ethanethiols R.sub.f CH.sub.2 CH.sub.2 SH, R.sub.f denoting a straight-chain or branched perfluoroalkyl radical containing from 2 to 20 carbon atoms. The proceses comprises reacting a 2-(perfluoroalkyl)ethyl iodide with thiourea and then decomposing the isothiouronium salt formed with an alkaline base, and is characterized in that it is carried out in a non-alcoholic inert solvent.
    Type: Grant
    Filed: January 11, 1988
    Date of Patent: July 4, 1989
    Assignee: Societe Atochem
    Inventor: Andre Lantz
  • Patent number: 4783285
    Abstract: The nucleophilic substitution upon unactivated monocyclic or polycyclic aromatic or heteroaromatic substrates bearing suitable leaving groups can be achieved by catalyzing the substitution of said leaving groups by an anionic nucleophile with a cyclic or acyclic polydentate chelating ligand. Specific products of this reaction can be used in preparing sulfonylurea herbicides.
    Type: Grant
    Filed: February 3, 1987
    Date of Patent: November 8, 1988
    Assignee: E. I. DuPont de Nemours and Company
    Inventor: Alden D. Josey
  • Patent number: 4720590
    Abstract: [2,2,2-Trifluoro-1-(trifluoromethyl)]ethylidene-bisbenzenethiols are new compounds useful as precursors in the manufacture of polysulfide polymers and copolymers.
    Type: Grant
    Filed: December 27, 1982
    Date of Patent: January 19, 1988
    Assignee: Hughes Aircraft Company
    Inventors: Thomas W. Giants, Thomas K. Dougherty
  • Patent number: 4700006
    Abstract: Novel carbamoylimidazole derivatives of the formula (I) ##STR1## in which R.sup.1 represents lower alkyl, lower alkoxy-lower alkyl or cycloalkyl having 3 to 8 carbon atoms,R.sup.2 represents fluoro-substituted lower alkyl,X represents oxygen or sulfur,Y represents halogen or lower alkyl,m represents the numbers 0, 1 or 2, andn represents the numbers 2, 3, 4, 5 or 6,and the use of the new compounds as agricultural and horticultural fungicides.
    Type: Grant
    Filed: April 3, 1986
    Date of Patent: October 13, 1987
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Toyohiko Kume, Yoshio Kurahashi, Kunihiro Isono, Shinji Sakawa, Noboru Matsumoto
  • Patent number: 4683091
    Abstract: The nucleophilic substitution upon unactivated monocyclic or polycyclic aromatic or heteroaromatic substrates bearing suitable leaving groups can be achieved by catalyzing the substitution of said leaving groups by an anionic nucleophile with a cyclic or acyclic polydentate chelating ligand. Specific products of this reaction can be used in preparing sulfonylurea herbicides.
    Type: Grant
    Filed: September 9, 1985
    Date of Patent: July 28, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Alden D. Josey
  • Patent number: 4478760
    Abstract: The process for making a fluorinated product comprising reacting a perfluoroalkyl iodide and an olefin in the presence of a finely divided zinc and an acidic solvent.
    Type: Grant
    Filed: March 30, 1981
    Date of Patent: October 23, 1984
    Assignee: Produits Chimiques Ugine Kuhlmann
    Inventors: Hubert Blancou, Auguste Commeyras, Robert Teissedre
  • Patent number: 4343737
    Abstract: A process for producing a thiolcarbamate compound of the following formula ##STR1## wherein R.sub.1 represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a halogen atom or a nitro group, R.sub.2 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, m is 1 or 2, and n is an integer of 4 to 6,which comprises reacting an .alpha.-methylstyrene of the following formula ##STR2## wherein R.sub.1 is as defined above, or its dimer with hydrogen sulfide in the presence of a catalyst to form a mercaptan of the following formula ##STR3## wherein R.sub.1 is as defined above, and reacting the mercaptan of formula (II) with a carbamoyl chloride of the following formula ##STR4## wherein R.sub.2, m and n are as defined.
    Type: Grant
    Filed: March 25, 1981
    Date of Patent: August 10, 1982
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Kazuhiko Konno, Atsushi Goh, Kunio Uchimura
  • Patent number: 4291177
    Abstract: Highly pure dihalodiphenols or predetermined, statistical mixtures of unreacted, monohalo- and dihalodiphenols are obtained reacting the diphenol, which is suspended or dissolved in a suitable solvent, with a halogen while concurrently purging the reaction with a gas that is inert to the reaction.
    Type: Grant
    Filed: December 6, 1979
    Date of Patent: September 22, 1981
    Assignee: General Electric Company
    Inventors: Victor Mark, Charles A. Wilson, II
  • Patent number: 4288628
    Abstract: A process for the production of a mono-halothiophenol, e.g. para-chlorothiophenol, and thiophenol. The process comprises reacting a reactant mixture of benzene and dihalobenzene, e.g. para-dichlorobenzene, with hydrogen sulfide in the presence of an absorptive catalyst, such as activated carbon, calcined petroleum coke, etc.
    Type: Grant
    Filed: March 8, 1979
    Date of Patent: September 8, 1981
    Assignee: Stauffer Chemical Company
    Inventor: Kyung S. Shim
  • Patent number: 4282391
    Abstract: A continuous process for obtaining highly pure, high molecular weight aromatic polycarbonates from highly pure, halogenated diphenols.
    Type: Grant
    Filed: December 10, 1979
    Date of Patent: August 4, 1981
    Assignee: General Electric Company
    Inventors: Clayton B. Quinn, Charles A. Wilson, II
  • Patent number: 4278816
    Abstract: Phenols and thiophenols are produced by reacting the corresponding diphenyl ether compound with hydrogen sulfide in contact with an absorptive catalyst, such as charcoal, activated carbon, calcined petroleum coke, etc. Temperatures in the range of from about 300.degree. to about 900.degree. C. are employed.
    Type: Grant
    Filed: August 26, 1977
    Date of Patent: July 14, 1981
    Assignee: Stauffer Chemical Company
    Inventor: Kyung-sup Shim
  • Patent number: 4207266
    Abstract: This invention relates to a novel process for the direct trifluoromethylation of aromatic compounds via carbon tetrachloride and hydrogen fluoride in the presence of strong Bronsted or Lewis acids which give an acidic reaction (increase in concentration of H.sub.2 F.sup.+ ions) in anhydrous hydrogen fluoride.
    Type: Grant
    Filed: March 9, 1979
    Date of Patent: June 10, 1980
    Assignee: Rohm and Haas Company
    Inventor: Thomas R. Opie