Patents Represented by Attorney Harold N. Wells
  • Patent number: 4661631
    Abstract: Acetic acid is produced by reacting methanol with carbon monoxide in the presence of hydrogen, in the presence of a catalyst comprising a molybdenum-nickel or a tungsten-nickel cocatalyst component, in the presence of an iodide, and in the presence of a promoter comprising an organo-phosphorus compound or an organo-nitrogen compound, the ratio of the partial pressure of hydrogen to the partial pressure of carbon monoxide in the reaction zone being 0.05 to 0.4.
    Type: Grant
    Filed: December 28, 1983
    Date of Patent: April 28, 1987
    Assignee: The Halcon SD Group, Inc.
    Inventors: Mitchell Becker, Howard M. Sachs
  • Patent number: 4661624
    Abstract: A process for the production of alkyl formates such as methyl formate from the reaction of a carbon monoxide containing gas and an alkyl alcohol, such as methanol, is disclosed. The process features low conversions of alkyl alcohol to alkyl formate, high catalyst concentrations, higher reaction zone temperatures, improved process thermal efficiencies, and reduced apparatus requirements.
    Type: Grant
    Filed: August 13, 1984
    Date of Patent: April 28, 1987
    Inventors: Tsuan Y. Chang, Neil Yeoman, Ronald F. Cascone
  • Patent number: 4661337
    Abstract: Hydrogen peroxide is produced by reacting hydrogen and oxygen in an acidic aqueous solution containing suspended therein a supported Group VIII noble metal catalyst in a system wherein the reaction medium has a thickness of at most about 2 millimeters.
    Type: Grant
    Filed: November 18, 1985
    Date of Patent: April 28, 1987
    Assignee: The Halcon SD Group, Inc.
    Inventor: William F. Brill
  • Patent number: 4659682
    Abstract: Heavy residues produced by noble metal catalyzed carbonylation reactions and containing Group VIII noble metals, particularly rhodium, are treated with reagents to precipitate solids containing substantially all of the noble metal contained in the residues. The solids may be further treated to concentrate the noble metals or they may be returned directly for reuse in the carbonylation reaction. Suitable reagents include aliphatic alcohols, carboxylic acids, and carboxylic acid esters. Preferred are branched-chain alcohols, especially tertiary alcohols; of the acids, acetic acid is particularly preferred; and of the esters, n-butyl acetate and ethylidene diacetate are preferred. Subsequent treatments with other solvents, e.g., alkanes, cycloalkanes, ethers, and aromatic compounds, may be used to further concentrate the rhodium content of the precipitated solids.
    Type: Grant
    Filed: July 8, 1985
    Date of Patent: April 21, 1987
    Assignee: The Halcon SD Group, Inc.
    Inventor: Joseph Pugach
  • Patent number: 4659518
    Abstract: A carboxylic acid, such as acetic acid, is prepared by carbonylation of a hydrocarbyl alcohol, such as methanol, by the use of a molybdenum-nickel or tungsten-nickel co-catalyst in the presence of a promoter comprising an organo-phosphorus compound or an organo-nitrogen compound wherein the phosphorus and nitrogen are trivalent and in the presence of an iodide.
    Type: Grant
    Filed: December 24, 1980
    Date of Patent: April 21, 1987
    Assignee: The Halcon SD Group, Inc.
    Inventor: Nabil Rizkalla
  • Patent number: 4650615
    Abstract: Carboxylic acid anhydrides are freed from small amounts of halogen and halide moieties by treatment with a phenyl or an alkyl phosphine.
    Type: Grant
    Filed: July 24, 1985
    Date of Patent: March 17, 1987
    Assignee: The Halcon SD Group, Inc.
    Inventor: Nabil Rizkalla
  • Patent number: 4631348
    Abstract: Acetic acid is prepared by heating methyl formate in the presence of carbon monoxide by the use of a molybdenum-nickel-alkali metal, a chromium-nickel-alkali metal, or a tungsten-nickel-alkali metal co-catalyst in the presence of an iodide or bromide.
    Type: Grant
    Filed: June 19, 1985
    Date of Patent: December 23, 1986
    Assignee: The Halcon SD Group, Inc.
    Inventor: Nabil Rizkalla
  • Patent number: 4628121
    Abstract: Acetaldehyde is prepared by reacting methanol with carbon monoxide and hydrogen in the presence of a catalyst comprising a cobalt component, a tin component, and a halogen component.
    Type: Grant
    Filed: September 27, 1985
    Date of Patent: December 9, 1986
    Assignee: The Halcon SD Group, Inc.
    Inventor: Nabil Rizkalla
  • Patent number: 4625055
    Abstract: A carboxylic acid, such as propionic acid, is prepared by carbonylation of an olefin, such as ethylene in the presence of water by the use of a molybdenum-nickel-alkali metal, tungsten-nickel alkali metal, or chromium-nickel-alkali metal co-catalyst in the presence of a halide.
    Type: Grant
    Filed: June 3, 1985
    Date of Patent: November 25, 1986
    Assignee: The Halcon SD Group, Inc.
    Inventor: Nabil Rizkalla
  • Patent number: 4625060
    Abstract: Acetic acid is prepared by heating methyl formate in the presence of carbon monoxide by the use of a molybdenum-nickel or tungsten-nickel co-catalyst in the presence of a promoter comprising an organo-phosphorus compound or an organo-nitrogen compound wherein the phosphorus and nitrogen are trivalent, and in the presence of a halide.
    Type: Grant
    Filed: May 28, 1981
    Date of Patent: November 25, 1986
    Assignee: The Halcon SD Group, Inc.
    Inventor: Nabil Rizkalla
  • Patent number: 4618705
    Abstract: Carboxylic acid anhydrides are reacted with hydrogen to produce alkylidene diesters with high yield and with ratios of alkylidene diesters and co-product carboxylic acid near the theoretical by carrying out the reaction in the presence of a cobalt carbonyl.
    Type: Grant
    Filed: January 22, 1982
    Date of Patent: October 21, 1986
    Assignee: The Halcon SD Group, Inc.
    Inventor: Nabil Rizkalla
  • Patent number: 4609502
    Abstract: Unsaturated nitriles, particularly acrylonitrile, are produced in a process which integrates dehydrogenation of an alkane, particularly propane, to the corresponding olefin, followed by ammoxidation of the olefin in the dehydrogenation reactor effluent to the corresponding nitrile. After recovery of the nitrile product, the residual gases are processed to remove hydrogen, oxygen, and carbon oxides, after which the gases are recycled to the dehydrogenation reactor. By operating with relatively low conversion of olefin to nitrile in each pass, the overall efficiency of the process is improved despite the need to recirculate substantial amounts of unreacted hydrocarbons.
    Type: Grant
    Filed: February 14, 1985
    Date of Patent: September 2, 1986
    Assignee: The Halcon SD Group, Inc.
    Inventors: Sargis Khoobiar, Arnold J. Shapiro
  • Patent number: 4608444
    Abstract: A process and accompanying catalyst for the hydroformylation of formaldehyde to glycol aldehyde is disclosed. The process features the utilization of (1) a class of transition metal phosphine-amide complexes, (2) a class of transition metal phosphine-amine complexes, and (3) mixtures of 1 and 2 as particularly suitable for use.
    Type: Grant
    Filed: March 1, 1985
    Date of Patent: August 26, 1986
    Assignee: The Halcon SD Group, Inc.
    Inventor: Stephen E. Jacobson
  • Patent number: 4605541
    Abstract: Heavy residues produced by noble metal catalyzed carbonylation reactions and containing Group VIII noble metals, particularly rhodium, are treated with a mixture of immiscible liquids to precipitate solids containing substantially all of the noble metal contained in the residues. The solids may be returned directly for reuse in the carbonylation reaction. One group of liquids consists of water with immiscible alcohols or hydrocarbons, or mixtures thereof. A second group consists of acetic anhydride with immiscible hydrocarbons.
    Type: Grant
    Filed: August 26, 1985
    Date of Patent: August 12, 1986
    Assignee: The Halcon SD Group, Inc.
    Inventor: Joseph Pugach
  • Patent number: 4559183
    Abstract: A carboxylic acid anhydride such as acetic anhydride, is prepared from a carboxylate ester or a hydrocarbyl ether in processes comprising the use of a halide, carbon monoxide and a Group VIII noble metal.
    Type: Grant
    Filed: August 27, 1984
    Date of Patent: December 17, 1985
    Assignee: The Halcon SD Group, Inc.
    Inventor: Colin Hewlett
  • Patent number: 4558026
    Abstract: The present invention relates to a novel tellurium catalyst and its preparation, and to a process for preparing oxirane compounds using the novel catalyst. Specifically, the invention relates to a novel catalyst in which tellurium is chemically bound to a solid aromatic-type resin and to the reaction of olefinic compounds with hydrogen peroxide in the presence of the bound tellurium catalyst to produce oxirane compounds.
    Type: Grant
    Filed: August 24, 1984
    Date of Patent: December 10, 1985
    Assignee: The Halcon SD Group, Inc.
    Inventor: William F. Brill
  • Patent number: 4555501
    Abstract: A supported silver catalyst for the oxidation of ethylene to ethylene oxide with molecular oxygen is made by impregnating a support with a hydrocarbon solution of a silver salt of a neo-acid having 7 or more carbon atoms, substantially free of water and said neo-acid. Preferably, the hydrocarbon solvent is toluene, xylene, ethyl benzene, cyclohexane, or cumene. The impregnated support is dried and the silver is activated under conditions chosen to provide the optimum selectivity to ethylene oxide. Thereafter, the activated silver catalyst may be impregnated with an alkali metal solution sufficient to increase selectivity of the silver catalyst above its alkali-free state. The amount of alkali metal on the finished catalyst is the optimum for the particular support selected and preferably will be about 1-6.times.10.sup.-3 gew/kg of catalyst. The catalyst may also include additional promoters, such as the alkaline earth metals, preferably barium.
    Type: Grant
    Filed: May 14, 1984
    Date of Patent: November 26, 1985
    Assignee: The Halcon SD Group, Inc.
    Inventor: William D. Armstrong
  • Patent number: 4547588
    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: March 30, 1981
    Date of Patent: October 15, 1985
    Assignee: The Halcon SD Group, Inc.
    Inventor: Sargis Khoobiar
  • Patent number: 4540811
    Abstract: A carboxylic acid esters, such as methyl propionate, is prepared by carbonylation of an olefin, such as ethylene, in the presence of an alcohol by the use of a molybdenum-nickel-alkali metal, a tungsten-nickel-alkali metal or a chromium nickel-alkali metal co-catalyst and in the presence of a halide.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: September 10, 1985
    Assignee: The Halcon SD Group, Inc.
    Inventor: Nabil Rizkalla
  • Patent number: RE32082
    Abstract: Isobutane is converted to methacrolein in an integrated two-step process wherein isobutane is dehydrogenated in a first step to isobutylene, hydrogen, and by-products and the reaction effluent is passed directly into a second step where isobutylene is oxidized to methacrolein without significant oxidation of the hydrogen and by-products. The methacrolein and by-products may be separated and the unreacted isobutylene and isobutane recycled to the first step. Alternatively, the effluent from the second step may be used as feed to a further oxidation step for conversion of methacrolein to methacrylic acid. In one embodiment, the hydrogen produced in the first step is oxidized using the excess oxygen from the second step under conditions selected to avoid loss of the C.sub.4 components. In an alternative embodiment, the unreacted isobutane and isobutylene are absorbed and separated from the remaining components before being recycled to the first step.
    Type: Grant
    Filed: May 16, 1985
    Date of Patent: February 11, 1986
    Assignee: The Halcon SD Group, Inc.
    Inventor: Sargis Khoobiar