Patents Assigned to Halcon Research and Development Corp.
  • Patent number: 4335059
    Abstract: A carboxylic acid anhydride, such as acetic anhydride, is prepared from a carboxylate ester or a hydrocarbyl ether in carbonylation processes comprising the use of an iodide, carbon monoxide and a molybdenum-nickel or tungsten-nickel component in the presence of a promoter comprising an organo-phosphorus compound or an organo-nitrogen compound wherein the phosphorus and nitrogen are trivalent.
    Type: Grant
    Filed: December 24, 1980
    Date of Patent: June 15, 1982
    Assignee: Halcon Research and Development Corp.
    Inventor: Nabil Rizkalla
  • Patent number: 4335058
    Abstract: A carboxylic acid anhydride, such as propionic anhydride, is prepared from an olefin and a carboxylic acid in carbonylation processes comprising the use of a halide, carbon monoxide and a molybdenum-nickel or tungsten-nickel component in the presence of a promoter comprising an organo-phosphorus compound or an organo-nitrogen compound wherein the phosphorus and nitrogen are trivalent.
    Type: Grant
    Filed: May 28, 1981
    Date of Patent: June 15, 1982
    Assignee: Halcon Research and Development Corp.
    Inventor: Nabil Rizkalla
  • Patent number: 4290959
    Abstract: An improved process for preparing propylene oxide is provided in which propylene is oxidized by means of a thallic salt in the presence of aqueous media containing an alkanoic acid having at least seven carbon atoms and optionally in the presence of an organic solvent.
    Type: Grant
    Filed: January 7, 1980
    Date of Patent: September 22, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: Robert S. Barker
  • Patent number: 4284585
    Abstract: Acetic anhydride is prepared from methyl acetate and/or dimethyl ether in carbonylation processes comprising the use of a halide, carbon monoxide and a Group VIII noble metal in the presence of promoters comprising metallic zirconium and an organo-phosphorus compound or an organo-nitrogen compound wherein the phosphorus and nitrogen are trivalent, or an arsine of the formula: ##STR1## wherein R and R.sup.1 are monocyclic aryl groups or alkyl groups and R.sup.2 is the radical ##STR2## a monocyclic aryl group or an alkyl group, and wherein R.sup.3 and R.sup.4 are each a monocyclic aryl group or an alkyl group, n being zero or a digit from 1-20.
    Type: Grant
    Filed: December 26, 1979
    Date of Patent: August 18, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: Joseph Pugach
  • Patent number: 4284586
    Abstract: Acetic anhydride is prepared from methyl acetate and/or dimethyl ether in carbonylation processes comprising the use of a halide, carbon monoxide and a Group VIII noble metal in the presence of promoters comprising metallic hafnium and an organo-phosphorus compound or an organo-nitrogen compound wherein the phosphorus and nitrogen are trivalent, or an arsine of the formula: ##STR1## wherein R and R.sup.1 are monocyclic aryl groups or alkyl groups and R.sup.2 is the radical ##STR2## a monocyclic aryl group or an alkyl group, and wherein R.sup.3 and R.sup.4 are each a monocyclic aryl group or an alkyl group, n being zero or a digit from 1-20.
    Type: Grant
    Filed: December 26, 1979
    Date of Patent: August 18, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: Joseph Pugach
  • Patent number: 4271040
    Abstract: A catalyst composition useful for the oxidation of unsaturated aldehydes, particularly the oxidation of methacrolein to produce methacrylic acid, comprises the combination of oxides of molybdenum, copper, phosphorus, antimony, and cesium and/or calcium and optionally may include one or more of the elements Ni, Zn, Ru, Rh, Pd, Pt, As, K, Rb, Sr, Ba, Cr, V, Nb, W, Mn, Re, and rare earth metals including La.
    Type: Grant
    Filed: October 3, 1979
    Date of Patent: June 2, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: Sargis Khoobiar
  • Patent number: 4271090
    Abstract: The novel bis (2-bromoethyl) tellurium dibromide and 2-bromoethyl tellurium tribromide are prepared by reacting ethylene with a source of tellurium tetrabromide in an inert, non-basic organic solvent under certain temperature conditions and in the substantial absence of molecular oxygen.
    Type: Grant
    Filed: October 29, 1979
    Date of Patent: June 2, 1981
    Assignee: Halcon Research and Development Corp.
    Inventors: Anthony N. Naglieri, Nabil Rizkalla
  • Patent number: 4266070
    Abstract: A process for the production of urethanes is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide and an organic compound containing at least one hydroxyl group in the presence of a catalyst comprising a member selected from the group consisting of carbonyls of Co, Mo, Ti, Rh, Fe, Ni and mixtures thereof. Urethane yields and selectivities are further improved by conducting the reaction in the additional presence of an organic compound containing at least one C.dbd.N or C.dbd.C group. When such unsaturated organic compounds are employed, the catalyst can additionally comprise iridium carbonyl.
    Type: Grant
    Filed: May 25, 1979
    Date of Patent: May 5, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: David Moy
  • Patent number: 4263443
    Abstract: Hydrocarbons and esters and/or acids are produced by heating aldehydes in the presence of an alcohol or an alcohol equivalent and in the presence of an iodine or bromine moiety and a rhodium or iridium catalyst.
    Type: Grant
    Filed: November 22, 1978
    Date of Patent: April 21, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: John F. White
  • Patent number: 4263448
    Abstract: An oxidizable hydrocarbon is oxidized in a reaction zone at elevated temperature in the presence of a liquid reaction medium by introducing the hydrocarbon and a feed stream containing molecular oxygen to the reaction zone under conditions sufficient to oxidize at least a portion of the hydrocarbon; withdrawing at least a portion of the liquid reaction medium from the reaction zone; passing at least a portion of the withdrawn liquid reaction medium to an oxygen injection zone located external to the reaction zone; contacting the liquid in said oxygen-injection zone with a gas stream containing molecular oxygen under conditions sufficient to form a two-phase gas/liquid mixture; and passing said two-phase gas/liquid mixture to the reaction zone as the feed of molecular oxygen thereto.
    Type: Grant
    Filed: March 30, 1979
    Date of Patent: April 21, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: James Leacock
  • Patent number: 4260781
    Abstract: A process for the production of carbamates is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide, an organic compound containing at least one hydroxyl group, and a metal reactant comprising at least one member selected from the group consisting of compounds and complexes of Group VIII of the Periodic Table.
    Type: Grant
    Filed: May 25, 1979
    Date of Patent: April 7, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: Robert J. Harvey
  • Patent number: 4260821
    Abstract: The presence of solid polymer in distillation columns and their associated reboilers used for the recovery of methacrylic and acetic acids produced by the oxidation of methacrolein may be minimized by the use of inhibitors and introduction of molecular oxygen at a rate above a predetermined threshold value, which is a function of the operating temperature of the equipment. For a given temperature, the amount of solids has been found to be greatly increased below the threshold value of oxygen, while above the threshold value, the rate of appearance of solids has been found to be minimized and further increases in oxygen rate have only a minimal effect. At a typical operation temperature of 120.degree. C., the threshold value of about 0.1 SLH O.sub.2 /100 gm of liquid. A gas containing a relatively high concentration of oxygen is preferred.
    Type: Grant
    Filed: March 15, 1979
    Date of Patent: April 7, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: Bruce W. Benjamin
  • Patent number: 4258201
    Abstract: A process for the production of carbamates is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide, an organic compound containing at least one hydroxyl group and a source of sulfur, selenium or tellurium, in the presence of an effective amount of a catalyst selected from the group consisting of non-halide compounds and complexes of metals of Groups IVB, VB, VIB, VIIB, VIII, IB and IIIA of the Periodic Table. Further improved results are obtained by employing in the reaction zone at least one promoter selected from the group consisting of metals of Group IA and IIA of the Periodic Table.
    Type: Grant
    Filed: January 29, 1979
    Date of Patent: March 24, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: David Moy
  • Patent number: 4252682
    Abstract: A catalyst composition useful for the oxidation of unsaturated aldehydes, particularly the oxidation of methacrolein to produce methacrylic acid, comprises the combination of oxides of molybdenum, copper, phosphorus, antimony, and calcium in predetermined relative atomic ratios.
    Type: Grant
    Filed: December 26, 1978
    Date of Patent: February 24, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: Sargis Khoobiar
  • Patent number: 4252683
    Abstract: A catalyst composition useful for the oxidation of unsaturated aldehydes, particularly the oxidation of methacrolein to produce methacrylic acid, comprises the combination of oxides of molybdenum, copper, phosphorus, antimony, calcium and rhenium in predetermined relative atomic ratios.
    Type: Grant
    Filed: December 26, 1978
    Date of Patent: February 24, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: Sargis Khoobiar
  • Patent number: 4252681
    Abstract: A catalyst composition useful for the oxidation of unsaturated aldehydes, particularly the oxidation of methacrolein to produce methacrylic acid, comprises the combination of oxides of molybdenum, copper, phosphorus, antimony, calcium, tungsten and optionally arsenic in predetermined relative atomic ratios.
    Type: Grant
    Filed: December 26, 1978
    Date of Patent: February 24, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: Sargis Khoobiar
  • Patent number: 4240930
    Abstract: A catalyst composition useful for the oxidation of unsaturated aldehydes, particularly the oxidation of methacrolein to produce methacrylic acid, comprises the combination of oxides of molybdenum, copper, phosphorus, antimony, and cesium in predetermined relative atomic ratios.
    Type: Grant
    Filed: April 6, 1979
    Date of Patent: December 23, 1980
    Assignee: Halcon Research and Development Corp.
    Inventor: Sargis Khoobiar
  • Patent number: 4241219
    Abstract: In the carbonylation of esters and/or ethers the reaction mixture is separated into fractions to recover components therefrom, gases are withdrawn from the system and halogen values are recovered from said gases by contact with a component recovered from said reaction mixture.
    Type: Grant
    Filed: July 30, 1979
    Date of Patent: December 23, 1980
    Assignee: Halcon Research and Development Corp.
    Inventor: Chee-Gen Wan
  • Patent number: 4234718
    Abstract: Cellulose acetate is produced from methanol, carbon monoxide and cellulose in an integrated series of steps wherein acetic anhydride produced in a first step by the carbonylation of methyl acetate is used to acetylate cellulose to produce cellulose acetate and to co-produce acetic acid is converted to ketene, the ketene is reacted with methanol to produce methyl acetate which is then fed to the first step and carbonylated to produce additional quantities of acetic anhydride.
    Type: Grant
    Filed: June 29, 1979
    Date of Patent: November 18, 1980
    Assignee: Halcon Research and Development Corp.
    Inventor: David Brown
  • Patent number: 4234719
    Abstract: Cellulose acetate is produced from methanol, carbon monoxide and cellulose in an integrated series of steps wherein acetic anhydride produced in a first step by the carbonylation of methyl acetate is used to acetylate cellulose to produce cellulose acetate and to co-produce acetic acid, the co-produced acetic acid is dehydrated and the dehydrated acetic acid reacted with methanol to produce methyl acetate which is then fed to the first step and carbonylated to produce additional quantities of acetic anhydride.
    Type: Grant
    Filed: June 29, 1979
    Date of Patent: November 18, 1980
    Assignee: Halcon Research and Development Corp.
    Inventor: Chee-Gen Wan