Patents Examined by Alan Siegel
  • Patent number: 6187975
    Abstract: Perfluoropropene (PFP) hydrofluorination process in gaseous phase to obtain CF3—CHF—CF3 (A-227ea), characterized in that as catalyst fluorinated alumina containing at least 90% by weight of AlF3, is used, the HF/PFP molar ratios range from about 4:1 to 20:1, the hydrofluorination process temperature being in the range 320°-420° C.
    Type: Grant
    Filed: June 16, 1999
    Date of Patent: February 13, 2001
    Assignee: Ausimont S.p.A.
    Inventors: Letanzio Bragante, Paolo Cuzzato
  • Patent number: 6184419
    Abstract: The present invention relates to new &agr;,&bgr;-unsaturated ketones of formula I. The new compounds exhibit an intense, very long lasting green galbanum-type odor with fruity undertones. Compositions containing these novel compounds are also provided.
    Type: Grant
    Filed: May 10, 2000
    Date of Patent: February 6, 2001
    Assignee: Givaudan Roure (International) SA
    Inventors: Katja Berg-Schultz, Jerzy A. Bajgrowiecz
  • Patent number: 6184426
    Abstract: A process is disclosed for forming adducts of the formula: RR1R2CCR1R2F or (FR1R2CCRR2CH2)2 where R is CH3, CH2F, or F(CF2)nCH2CH2 (where n is an integer from 1 to 10) each R1 is H, Cl, F or CF3 and each R2 is H, F or CF3. The process in reacting a saturated compound of the formula RF with an olefin of the formula R1R2C═CR1R2 in the liquid phase in the presence of antimony pentafluoride catalyst (provided that when (FR1R2CCR1R2CH2)2 is formed, the saturated compound is CH3CHF2 or CH2FCH2F and anhydrous HF is present).
    Type: Grant
    Filed: September 21, 1999
    Date of Patent: February 6, 2001
    Assignee: DISA
    Inventors: Gennadii G. Belen'Kill, Viacheslav A. Petrov, Paul R. Resnick
  • Patent number: 6180841
    Abstract: A method for the oxychlorination of ethylene to produce 1,2-dichloroethane comprises reacting ethylene with a chlorine source and an oxygen source in a fixed-bed oxychlorination reactor in the presence of a catalyst, and is characterized in that a single reactor is used and ethylene is present in a large molar excess with respect to chlorine. The chlorine source is suitably HCl, the catalyst is suitably a cupric chloride catalyst, and the molar excess of ethylene is preferably between 200 and 700%.
    Type: Grant
    Filed: April 18, 1997
    Date of Patent: January 30, 2001
    Assignee: EVC Technology AG
    Inventors: Pierluigi Fatutto, Andrea Marsella, Dario Vio
  • Patent number: 6175045
    Abstract: There is provided a process of effectively separating pentafluoroethane (HFC-125) from a mixture of HFC-125 and chloropentafluoroethane (CFC-115). When the mixture of HFC-125 and CFC-115 is subjected to an extractive distillation to obtain a concentrated HFC-125, ethyleneglycol-based compounds (3) having a general formula: R1O(CH2CH2O)nR2 wherein R1 and R2 may be the same or different and are each independently selected from the group consisting of hydrogen and an alkyl group having 1 to 4 carbon atoms, and n is an integer with a value from 1 to 3 is used as an extractant, whereby CFC-115 is obtained as a distillate product (4) and a mixture of HFC-125 and the extractant as a bottom product (5) is obtained. Then, the extractant is separated from HFC-125 by distilling the mixture and re-used in the extractive distillation.
    Type: Grant
    Filed: November 22, 1999
    Date of Patent: January 16, 2001
    Assignee: Daikin Industries Ltd.
    Inventors: Satoru Kohno, Takashi Shibanuma
  • Patent number: 6172270
    Abstract: A dichlorotrifluoroethane or the like is fluorinated with hydrogen fluoride in the presence of a fluorination catalyst which is a compound oxide of at least one metal selected from the group consisting of zinc, zirconium and manganese, and chromium, to produce R-125 and related intermediate products.
    Type: Grant
    Filed: December 23, 1998
    Date of Patent: January 9, 2001
    Assignee: Asahi Glass Company, Ltd.
    Inventor: Shin Tatematsu
  • Patent number: 6166276
    Abstract: The invention relates to a method for producing 1,1,2,2,3,3,4-heptafluorocyclopentane. This method includes the step of reducing 1,1-dichlorooctafluorocyclopentane by hydrogen in the presence of a hydrogenation catalyst. This catalyst contains at least one first metal selected from metals of 8, 9, and 10 groups of periodic table, such as iron, cobalt, palladium, platinum, rhodium, ruthenium, iridium, and osmium. According to this method, it is possible to produce 1,1,2,2,3,3,4-heptafluorocyclopentane with high yield and high selectivity.
    Type: Grant
    Filed: November 30, 1999
    Date of Patent: December 26, 2000
    Assignees: Central Glass Company, Limited, Nippon Zeon Co., Ltd.
    Inventors: Fuyuhiko Sakyu, Naoto Takada, Hideaki Imura, Takeo Komata
  • Patent number: 6166271
    Abstract: The invention features a useful method for the synthesis of fluorinated derivatives. It is characterized in that it comprises at least one step in which a substrate comprising one sp.sup.3 hybridizing halogenophore carbon bearing at least two halogens, at least one of which is a halogen of an atomic number higher than that of fluorine, which halogenophore carbon is coupled to at least one weak hybridization atom bearing an unsaturation, is subjected to the action of one reagent comprising at least one defined compound selected among those constituted by the association of one Bronstedt base with a defined number n of hydrofluoric acid, n being at least 3 and at most 20, advantageously 15, preferably 10. This invention is useful in organic synthesis.
    Type: Grant
    Filed: January 19, 1999
    Date of Patent: December 26, 2000
    Assignee: Rhodia Chimie
    Inventor: Laurent Saint-Jalmes
  • Patent number: 6166272
    Abstract: Disclosed is a method of fluorinating a substrate having the general formula ##STR1## where each R is independently selected from halogen, alkyl from C.sub.1 to C.sub.12, aryl from C.sub.6 to C.sub.12, alkoxide from C.sub.1 to C.sub.12, aryloxide from C.sub.6 to C.sub.12, nitro, amino, alkylamino from C.sub.1 to C.sub.12, and arylamino from C.sub.6 to C.sub.12, each X is independently selected from halogen and at least one X is chlorine or bromine, each m is independently selected from 0 to 5, n is 0 or 1, p is 0 or 1, q is 0 or 1, and n+p+q is 1. The substrate is heated to a temperature of about 40 to about 100.degree. C. and is reacted with a fluorinating agent in the presence of about 0.05 to about 2 wt % molybdenum trioxide. The composition of the substrate, the catalyst, and the fluorinating agent is also disclosed.
    Type: Grant
    Filed: August 12, 1999
    Date of Patent: December 26, 2000
    Assignee: Occidental Chemical Corporation
    Inventor: Sanjay Mandal
  • Patent number: 6166273
    Abstract: A process is provided for increasing the fluorine content of benzene or pyridine rings which are optionally substituted with from 1 to 3 inert substituents. The process involves (a) contacting the ring with a metal fluoride composition comprising cupric fluoride (CuF.sub.2) at a temperature above 250.degree. C. sufficient to transfer F from cupric fluoride to the optionally substituted ring, thereby chemically reducing the metal fluoride composition; (b) oxidizing the reduced metal fluoride composition from (a) in the presence of HF to regenerate a metal fluoride composition comprising cupric fluoride; and (c) employing regenerated metal fluoride composition of (b) in (a).
    Type: Grant
    Filed: July 27, 1999
    Date of Patent: December 26, 2000
    Assignee: E.I. du Pont de Nemours and Company
    Inventor: Munirpallam A. Subramanian
  • Patent number: 6166274
    Abstract: A liquid phase process is provided for the preparation of 1233zd with reduced oligomer formation via the fluorination of 1230za with HF in the presence of a catalyst selected from TFA and triflic acid. The 1233zd is a known intermediate useful for preparing 245fa.
    Type: Grant
    Filed: December 15, 1999
    Date of Patent: December 26, 2000
    Assignee: ATOFINA Chemicals, Inc.
    Inventors: Bin Chen, Michael S. Bolmer, Maher Y. Elsheikh
  • Patent number: 6166277
    Abstract: A process for evaporating 1, 2-dichloroethane (EDC) prior to its thermal decomposition (pyrolysis) is provided so that it facilitates the heating of the liquid-phase EDC at temperatures below 100.degree. C. to meet the inlet conditions for the pyrolysis zone, while dispensing with the need for an evaporation zone and exploiting sensible heat recovery at the same time. This is achieved in that the liquid-phase EDC is first pressurized to attain a value above its critical pressure (5.36 MPa) and then heated to attain at least its critical temperature (approx. 288.degree. C.).
    Type: Grant
    Filed: December 20, 1999
    Date of Patent: December 26, 2000
    Assignee: Krupp Uhde GmbH
    Inventor: Friedrich Seidelbach
  • Patent number: 6166275
    Abstract: A liquid phase fluorination process for producing difluoromethane without corrosion is provided. In the process of this invention, methylene chloride and hydrogen fluoride are reacted in a reactor made of fluorinated polymer to produce a reaction product while a vaporized and superheated recycle stream of process reactants is fed into the reactor.
    Type: Grant
    Filed: September 17, 1999
    Date of Patent: December 26, 2000
    Inventors: Gustavo Cerri, Maurice William Hunt, David William Keeler, Frank Peter Young
  • Patent number: 6162955
    Abstract: A method for producing a high purity of perfluoroethane from hydrofluoroethane (C.sub.2 F.sub.x H.sub.y 1.ltoreq.x, 1.ltoreq.y.ltoreq.5, x+y=6). Cobalt difluoride (CoF.sub.2) as a catalyst is activated into cobalt trifluoride (CoF.sub.3) as a result of the contact reaction with fluorine gas in a reactor. The reactor is purged by removing the fluorine gas remaining in the reactor. The remaining gas is allowed to react with sulfur to give sulfur hexafluoride (SF.sub.6) which is then removed. The hydrofluoroethane is converted into perfluoroethane as a result of the catalyst of the activated cobalt trifluoride at 300-350.degree. C. The feedstock is safer and less corrosive than triple bond-containing compounds such as acetylene. In the method of the present invention, the formation of CF.sub.4 is extremely restrained and no inert gases are employed, so that a very high purity of C.sub.2 F.sub.6 can be obtained at a high conversion rate.
    Type: Grant
    Filed: June 12, 2000
    Date of Patent: December 19, 2000
    Assignee: Ulsan Chemical Co., Ltd.
    Inventors: Doo-Chan Na, Ook-Jae Cho, Jae-Gug Ryu
  • Patent number: 6160189
    Abstract: Monovinyl acetylene and/or butadiene are/is removed from impure vinyl chloride by contacting the impure vinyl chloride and substantially anhydrous hydrogen chloride with a catalyst system in which Lewis Acid is carried on an alumina substrate. The preferred Lewis Acid is ferric chloride.
    Type: Grant
    Filed: May 2, 1995
    Date of Patent: December 12, 2000
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Ronald D. Olinger, Michael B. Guidry
  • Patent number: 6156944
    Abstract: A process for the separation of mixtures containing halocarbons and hydrogen fluoride. Either water alone or a blend comprising water and hydrogen fluoride is added to a mixture comprising a halocarbon and hydrogen fluoride to thereby form a first phase rich in the halocarbon and a second phase rich in hydrogen fluoride and water. The most preferred halocarbon is 1,1,1,3,3-pentafluoropropane. Preferably, the first and second phases are then separated. Optionally, the second phase rich in hydroger fluoride and water is also separated.
    Type: Grant
    Filed: March 3, 1998
    Date of Patent: December 5, 2000
    Assignee: Honeywell International Inc.
    Inventors: Hang T. Pham, Rajiv R. Singh, Charles F. Swain, Michael Van Der Puy
  • Patent number: 6156945
    Abstract: Disclosed is a method of making high purity 2,4- and 3,4-dichlorotoluene from parachlorotoluene that contains some metachlorotoluene. About 0.0001 to about 5 wt % of a Friedel-Crafts catalyst and about 0.5 to about 10 equivalents of a brominating agent are added to the parachlorotoluene. The metachlorotoluene is brominated, but most of the parachlorotoluene is not brominated. Without separating the brominated products from the unbrominated products, about 0.5 to about 1.5 equivalents of a chlorinating agent are added, whereby only the unbrominated products (i.e., the parachlorotoluene) are chlorinated. The resulting 2,4-dichlorotoluene and 3,4-dichlorotoluene can be separated by distillation.
    Type: Grant
    Filed: October 28, 1999
    Date of Patent: December 5, 2000
    Assignee: Occidental Chemical Corporation
    Inventors: Viesturs Lesins, Arthur H. Morth, Frank P. Bermel, David Y. Tang, Mark E. Lindrose, William L. Rueter, Dean R. Lagerwall, Pravin M. Khandare, Hang-Chang Bobby Chen, Mark F. Lechner
  • Patent number: 6156943
    Abstract: Processes are disclosed for producing hydrohaloolefins having the formula CF.sub.2 .dbd.C(CH.sub.2 RF)CF.sub.3, the formula FRCF.dbd.C(CH.sub.2 RF)CF.sub.3 or the formula FRCF.dbd.C(CH.sub.2 RF)(CF.sub.2 RF) wherein each R is a difinctional group of the formula --C.sub.2 F.sub.2 XY-- where X and Y are attached to the same carbon, each X is H, Br, Cl or F and each Y is F or CF.sub.3. The processes involve reacting (CF.sub.3).sub.2 C.dbd.CH.sub.2 or certain olefinic adducts thereof with a second olefm of the formula CF.sub.2 .dbd.CXY in the liquid phase in the presence of a Lewis acid catalyst selected from the group consisting of antimony pentafluoride and aluminum chlorofluoride.Also disclosed is 1,1,2,2,-tetrafluoro-3,3-bistrifluoromethylcyclobutane and a process for its production which involves reacting (CF.sub.3).sub.2 C.dbd.CH.sub.2 with CF.sub.2 .dbd.CF.sub.
    Type: Grant
    Filed: October 30, 1998
    Date of Patent: December 5, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Viacheslav Alexandrovich Petrov
  • Patent number: 6153803
    Abstract: Halohydrocarbons comprising at least 3 carbon atoms are obtained by reaction between a haloalkane and a haloolefin in the presence of an organonickel compound as catalyst, and optionally in the presence of a solvent. 1,1,1,3,3-Pentachlorobutane can thus be obtained in good yield under mild conditions.
    Type: Grant
    Filed: June 1, 1998
    Date of Patent: November 28, 2000
    Assignee: Solvay Societe Anonyme
    Inventor: Jean-Paul Schoebrechts
  • Patent number: 6150573
    Abstract: 1,1,1-Trichloroethane (viz., methylchloroform) and 1,1,2-trichloroethane are produced in the same reactor by feeding molecular chlorine and chloroethene (viz., vinyl chloride) as well as 1,1-dichloroethane to the reactor. The ratios at which the two trichloroethanes are produced can be easily controlled by controlling the relative ratios of 1,1-dichloroethane and chloroethene introduced to the reactor. The reactions are conducted in the liquid phase in the presence of free radical initiator.
    Type: Grant
    Filed: January 5, 1995
    Date of Patent: November 21, 2000
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Tommy G. Taylor, J. Douglas Mansell, John P. Shamburger, Mark E. Woodyear