Patents Examined by Alan Siegel
  • Patent number: 6333440
    Abstract: A process is disclosed for obtaining octafluorocyclobutane of increased purity from a mixture comprising (a) octafluorocyclobutane and (b) at least one halocarbon impurity which is difficult to separate from octafluorocyclobutane by distillation (e.g., azeotropes of octafluorocyclobutane with such halocarbons). The process involves (1) contacting the mixture with a catalyst in the vapor phase in the presence HCl and/or HF at a temperature sufficient to react component (b) impurity with HCl and/or HF to provide a product mixture comprising halogenated product which is more easily separated from octafluorocyclobutane by distillation than the unreacted impurity; and (2) separating halogenated product obtained in (1) from octafluorocyclobutane by distillation.
    Type: Grant
    Filed: April 4, 2001
    Date of Patent: December 25, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: V. N. Malikarjuna
  • Patent number: 6331653
    Abstract: The present invention provides a method for manufacturing 3,4-dihydroxy-3-cyclobutene-1,2-dione represented by the following general formula (III) (usual name: “squaric acid”) through the following reaction processes 1˜4, using a vinyl ether represented by the following general formula (V) and a halogenoacetyl halide represented by the following general formula (VI) as starting materials.
    Type: Grant
    Filed: February 28, 2000
    Date of Patent: December 18, 2001
    Assignee: Kyowa Yuka Co., Ltd.
    Inventors: Shoshiro Matsushita, Ikuo Shimizu, Hiroshi Toyoda, Asako Tanaka
  • Patent number: 6329559
    Abstract: A process is disclosed for the manufacture of CF3CF═CF2, and optionally a least one compound selected from CF3CH2CF3 and CF3CHFCHF2. The process involves contacting a reactor feed including a precursor stream of at least one halogenated propane of the formula CX3CH2CHyX(3−y) and/or halogenated propene of the formula CX3CH═CHyX(2−y), where each X is Cl or F and y is 0, 1 or 2 (provided that the average fluorine content of the precursor stream is no more than 5 fluorine substituents per molecule) with HF and Cl2 in a chlorofluorination reaction zone containing a fluorination catalyst and operating at a temperature between about 150° C. and 400° C.
    Type: Grant
    Filed: November 27, 2000
    Date of Patent: December 11, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Allen Capron Sievert, V. N. Mallikarjuna Rao, Francis J. Walczak
  • Patent number: 6329560
    Abstract: A method for producing a hydrogen-containing fluorinated hydrocarbon includes supplying HF to a gap between an inner reactor made of a material resistant to the reaction and an outer container made of a material resistant to HF; supplying HF to the inner reactor; supplying a halogenated hydrocarbon selected from a chlorinated alkene and a hydrogen-containing chlorinated alkane to the inner reactor; and reacting HF with halogenated hydrocarbon in the presence of a fluorination catalyst in the inner reactor to obtain the reaction product containing the hydrogen-containing fluorinated hydrocarbon.
    Type: Grant
    Filed: January 12, 2001
    Date of Patent: December 11, 2001
    Assignee: Daikin Industries, Ltd.
    Inventors: Tatsuo Nakada, Noriaki Shibata, Takashi Shibanuma
  • Patent number: 6323374
    Abstract: Ethylene oxide is hydroformylated to 3-hydroxypropanal using a non-phosphine-ligated cobalt catalyst and an amide promoter.
    Type: Grant
    Filed: June 15, 2001
    Date of Patent: November 27, 2001
    Assignee: Arco Chemical Technology, L.P.
    Inventor: Yuan-Zhang Han
  • Patent number: 6323380
    Abstract: Removal of water in a vinyl chloride monomer purification system is achieved through (1) providing a distillation column for separation of a liquid admixture of vinyl chloride, hydrogen chloride, and water into (a) an essentially pure vinyl chloride product stream and (b) a hydrogen chloride distillate stream; and (2) placing a drying system in fluid communication with the distillation column midsection at a connection point where the water is at sufficient concentration to provide a useful mass transfer flux of water from a withdrawn midsection stream into a drying agent.
    Type: Grant
    Filed: April 20, 2000
    Date of Patent: November 27, 2001
    Assignee: The Dow Chemical Company
    Inventors: Wayne A. Lockhart, Terrence M. Nimchuk, Joseph J. D. Brochu, Ralph Smeding
  • Patent number: 6323379
    Abstract: A process for obtaining pentafluoroethane HFC 125 by dismutation of gaseous tetrafluorochloroethane HCFC 124, at temperatures in the range 200°-300° C., on a trivalent chromium oxide (Cr2O3) catalyst, supported on aluminum fluoride, by feeding HF in such amount that the HCFC 124/HF molar ratio is in the range 10/1-1/1.
    Type: Grant
    Filed: May 11, 2000
    Date of Patent: November 27, 2001
    Assignee: Ausimont S.p.A.
    Inventors: Paolo Cuzzato, Letanzio Bragante, Francesco Rinaldi
  • Patent number: 6320087
    Abstract: An adsorbing and separating agent for halogenated aromatic compounds and an adsorbing and separating method for the compounds, using an adsorbent which has a porosity of from 0.20 cc/cc to 0.37 cc/cc, a packing density of from 0.50 g/ml to 0.70 g/ml, and a grain size of from 0.1 mm to 1.0 mm.
    Type: Grant
    Filed: April 6, 1999
    Date of Patent: November 20, 2001
    Assignee: Toray Industries, Inc.
    Inventors: Kazuyoshi Iwayama, Shinobu Yamakawa, Masashi Kato, Hirohito Okino
  • Patent number: 6316681
    Abstract: The present invention relates to a method for producing 1,1,1,3,3-pentafluoropropane. This method includes a first step of fluorinating 1-chloro-3,3,3-trifluoropropene in a liquid phase by hydrogen fluoride in the presence of an antimony compound as a catalyst, or a second step of fluorinating 1-chloro-3,3,3-trifluoropropene in a gas phase by hydrogen fluoride in the presence of a fluorination catalyst. If the first step is taken, 1,1,1,3,3-pentafluoropropane can be produced with a high yield. If the second step is taken, 1,1,1,3,3-pentafluoropropane can continuously be easily produced. Therefore, the second step is useful for an industrial scale production thereof. According to the invention, 1-chloro-3,3,3-trifluoropropene may be produced by a method including a step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst. This method is useful, because yield of 1-chloro-3,3,3-trifluoropropene is high.
    Type: Grant
    Filed: December 4, 1996
    Date of Patent: November 13, 2001
    Assignee: Central Glass Company, Limited
    Inventors: Satoshi Yoshikawa, Ryouichi Tamai, Fuyuhiko Sakyu, Yasuo Hibino, Yoshihiko Gotoh
  • Patent number: 6316682
    Abstract: A method of producing 1,1,1,3,3-pentafluoropropane wherein 1,1,1,3,3-pentafluoropropane is obtained by reacting at least one selected from the group consisting of fluorinated and chlorinated propane and chlorinated propane expressed by a general formula of CX3CH2CHX2 (where X in this general formula indicates either a fluorine atom or a chlorine atom, but all of X's can never represent fluorine atoms at the same time) with a fluorinated antimony chloride. There is provided an economical and efficient method of producing 1,1,1,3,3-pentafluoropropane with high yield, which is an alternative compound to CFC's and HCFC's and is important in industry as a blowing agent, a refrigerant, a detergent, and a propellant that does not destroy the ozone in the ozone layer.
    Type: Grant
    Filed: November 30, 1998
    Date of Patent: November 13, 2001
    Assignee: Daikin Industries, Ltd.
    Inventors: Tatsuo Nakada, Takashi Shibanuma, Yamamoto Akinori
  • Patent number: 6313359
    Abstract: A method of producing hydrofluorocarbons and methods of producing other commercially attractive compounds formed as by-products of hydrofluorocarbon production by using aldehydes as a principal reactant.
    Type: Grant
    Filed: July 17, 2000
    Date of Patent: November 6, 2001
    Assignee: Honeywell International Inc.
    Inventors: Hsueh Sung Tung, Robert Scott Wedinger
  • Patent number: 6313360
    Abstract: A process is provided for the production of 1,1,1,3,3-pentachloropropane. The process comprises: (a) producing a product mixture in a reactor by reacting carbon tetrachloride and vinyl chloride in the presence of a catalyst mixture comprising organophosphate solvent, iron metal and ferric chloride under conditions sufficient to produce 1,1,1,3,3-pentachloropropane; (b) subjecting the 1,1,1,3,3-pentachloropropane containing product mixture from step (a) to evaporation such that a fraction enriched in 1,1,1,3,3-pentachloropropane is separated from the product mixture and a bottoms fraction results which comprises the iron metal/ferric chloride catalyst components and heavy end by-products; and (c) recycling at least a portion of the bottoms fraction from step (b) to the reactor.
    Type: Grant
    Filed: September 29, 2000
    Date of Patent: November 6, 2001
    Assignee: Vulcan Materials Company
    Inventors: Richard Wilson, Rodney Klausmeyer, Lloyd Branam, Derrek Burrows, Jim Strathe, John Dawkins, Theo Lichtenstein, Joseph Weller, John Tummons
  • Patent number: 6307114
    Abstract: In the preparation of 1,1,1-trifluoro-2-chloroethane (HCFC 133a) by means of hydrofluorination in the gas phase of trichloroethylene (TCE) in the presence of a carried catalyst based on Cr2O3 it is possible to prolong the catalyst life by feeding to the hydrofluorination reactor, along with trichloroethylene, little amounts (7-25 mols % calculated on the mixture with trichloroethylene) of 133a.
    Type: Grant
    Filed: June 30, 1997
    Date of Patent: October 23, 2001
    Assignee: Ausimont S.p.A.
    Inventor: Paolo Cuzzato
  • Patent number: 6307113
    Abstract: Aromatic substrates such as fluorobenzene can be selectively brominated in high yield and conversion in short reaction periods by reacting the substrate with a brominating agent in a liquid reaction medium and in the presence of a catalyst composition formed by including in the medium a combination of (i) a shape selective HY or HM or zeolite catalyst, and (ii) at least one Lewis acid in a ratio of from 0.005 to 0.5 part by weight of (ii) per part by weight of (i). The bromination is performed at one or more temperatures in the range of 30 to 70° C., and the amount of the zeolite is no more than about 10 grams per mole of aromatic substrate.
    Type: Grant
    Filed: September 27, 2000
    Date of Patent: October 23, 2001
    Assignee: Albemarle Corporation
    Inventor: Mahmood Sabahi
  • Patent number: 6307115
    Abstract: The invention relates to the purification of pentafluoroethane (F125) containing chloropentafluoroethane (F115) by liquid/liquid extraction or by extractive distillation. Perchloroethylene is used as extraction agent.
    Type: Grant
    Filed: November 13, 1997
    Date of Patent: October 23, 2001
    Inventors: Emmanuel Guiraud, Cathy Descamps
  • Patent number: 6303838
    Abstract: Disclosed are processes for separating 1,1,1,3,3-pentafluoropropane (HFC-245fa) from hydrogen fluoride (HF) by distillation, wherein hydrocarbons, chloroflurocarbons, hydrochlorofluorocarbons and fluorocarbons are used as entraining agents. The processes comprise: contacting a first mixture comprising HFC-245fa and HF with an entraining agent selected from the group consisting of hydrocarbons, chlorofluorocarbons, hydrochlorofluorocarbons and fluorocarbons to form a second mixture, distilling the second mixture and thereby separating the HFC-245fa from HF and entraining agent, and recovering HFC-245fa substantially-free of HF.
    Type: Grant
    Filed: March 31, 2000
    Date of Patent: October 16, 2001
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Sara W. Boehmer, Barry Asher Mahler, Ralph Newton Miller
  • Patent number: 6300530
    Abstract: Catalyst comprising a supported Cr(III) amorphous compound, characterized in that the support is formed by an aluminum trifluoride (AlF3) having an high surface area obtainable by alumina fluorination with gaseous HF at an initial temperature lower than 300° C., the temperature is rised with a temperature gradient≦100° C./hour up to the final temperature>320° C. and <450° C., the fluorination is continued at the final temperature until feeding a HF molar amount at least equal to the stoichiometric with respect to the alumina, the fluorination being carried out until a fluorinated alumina with a fluorine content not lower than 95% of the stoichiometric is obtained.
    Type: Grant
    Filed: May 5, 1999
    Date of Patent: October 9, 2001
    Assignee: Ausimont S.p.A.
    Inventor: Paolo Cuzzato
  • Patent number: 6300529
    Abstract: Process for preparing HCFC-123 with a content of olefins lower than 10 ppm and very small amounts of HCFC-123a and 123b by dismutation of HCFC-124 in gaseous phase by contact with a catalyst which essentially consists of three valence chromium oxide supported on aluminum fluoride, at temperatures in the range 150°-260° C., and with contact times between 5-25 sec.
    Type: Grant
    Filed: May 26, 1998
    Date of Patent: October 9, 2001
    Assignee: Ausimont S.p.A.
    Inventors: Paolo Cuzzato, Francesco Rinaldi, Letanzio Bragante
  • Patent number: 6300531
    Abstract: A fluorination catalyst comprising chromium oxide having a specific surface area of from 170 m2/g to 300 m2/g, which can catalyze the fluorination of a halogenated hydrocarbon with hydrogen fluoride and has a high activity and a long catalyst life.
    Type: Grant
    Filed: May 5, 1995
    Date of Patent: October 9, 2001
    Assignee: Daikin Industries, Ltd.
    Inventors: Takashi Shibanuma, Yoshio Iwai, Satoshi Koyama
  • Patent number: 6300532
    Abstract: A process for catalytic addition of haloalkanes to alkenes involving the step of reacting the haloalkane with the alkene in the presence of a catalyst. The catalyst is an organophosphite compound represented by the following formula: P(ORa)(ORb)(ORc), where Ra, Rb, and Rc are each an alkyl group or an aralkyl group.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: October 9, 2001
    Assignee: AlliedSignal Inc.
    Inventors: Michael Van Der Puy, Timothy Rech Demmin