Patents Represented by Attorney Deane E. Keith
  • Patent number: 4339610
    Abstract: C.sub.4 compounds including n-butanol and n-butanal are produced by reacting methanol, hydrogen, and carbon monoxide, in the presence of a cobalt catalyst selected from the group consisting of (a) a cobalt carbonyl, (b) a hydrido cobalt carbonyl and (c) a cobalt-containing material convertible to a cobalt carbonyl or a hydrido cobalt carbonyl, an iodine promotor and a thiol defined by the formula:RSHwherein R is selected from the group consisting of saturated or unsaturated, straight or branched chain alkyl radicals having from one to 24 carbon atoms, cycloalkyl radicals having from three to 40 carbon atoms, aryl radicals having from six to 20 carbon atoms, aralkyl and alkaryl radicals having from six to 40 carbon atoms and halogen substituted derivatives thereof. A high degree of selectivity towards the formation of butanol and butanal is provided by using the cobalt entity and the thiol in a molar ratio in the range of about 2:1 to about 10:1, based on elemental cobalt and sulfur.
    Type: Grant
    Filed: December 11, 1980
    Date of Patent: July 13, 1982
    Assignee: Gulf Research & Development Company
    Inventors: Wayne R. Pretzer, Thaddeus P. Kobylinski, John E. Bozik
  • Patent number: 4339609
    Abstract: C.sub.4 compounds including n-butanol and n-butanal are produced by reacting methanol, hydrogen, and carbon monoxide, in the presence of a cobalt catalyst selected from the group consisting of (a) a cobalt carbonyl, (b) a hydrido cobalt carbonyl and (c) a cobalt-containing material convertible to a cobalt carbonyl or a hydrido cobalt carbonyl, an iodine promotor and a biphosphine disulfide having the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, the same or different, are selected from the group consisting of saturated or unsaturated, staight or branched chain alkyl radicals having from one to 24 carbon atoms, cycloalkyl radicals having from three to 40 carbon atoms, aryl radicals having from six to 20 carbon atoms, aralkyl and alkaryl radicals having from six to 40 carbon atoms and halogen substituted derivatives thereof.
    Type: Grant
    Filed: December 11, 1980
    Date of Patent: July 13, 1982
    Assignee: Gulf Research & Development Company
    Inventors: Wayne R. Pretzer, Thaddeus P. Kobylinski, John E. Bozik
  • Patent number: 4339382
    Abstract: In the manufacture of N-aryl or alkylthiocarbamoyl-2-amino-1H-isoindole-1,3-(2H)diones of the type represented by the structural formula ##STR1## by ring closure of a corresponding ortho-carbonyl substituted benzoylhydrazine thiocarboxamide, greatly improved yields are obtained by cyclization of a compound of the structural formula: ##STR2## by reaction under mildly basic conditions at ambient or room temperature in the presence of a non-reactive polar organic solvent and a hindered aliphatic amine.
    Type: Grant
    Filed: February 11, 1980
    Date of Patent: July 13, 1982
    Assignee: Gulf Oil Corporation
    Inventor: Joel L. Kirkpatrick
  • Patent number: 4339608
    Abstract: A process and catalyst system for selectively producing n-butanol and n-butanal which process comprises introducing into a reaction zone methanol, hydrogen, carbon monoxide and a catalyst system consisting essentially of (a) a cobalt carbonyl, a hydrido cobalt carbonyl or a cobalt-containing material convertible to a cobalt carbonyl or a hydrido cobalt carbonyl, (b) an iodine compound and (c) a tertiary organo Group VA compound and then subjecting the contents of said reaction zone to an elevated temperature and an elevated pressure for a time sufficient to convert methanol to n-butanol and n-butanal.
    Type: Grant
    Filed: December 11, 1980
    Date of Patent: July 13, 1982
    Assignee: Gulf Research & Development Company
    Inventors: Wayne R. Pretzer, Thaddeus P. Kobylinski, John E. Bozik
  • Patent number: 4339346
    Abstract: A bituminous emulsion containing bituminous material, water and the product resulting from the reaction of (1) polycyclic, polycarboxylic acids obtained as a result of the oxidation of coal with (2) a base. The process for preparing such emulsion is also disclosed.
    Type: Grant
    Filed: January 9, 1980
    Date of Patent: July 13, 1982
    Assignee: Gulf Research & Development Company
    Inventors: Johann G. D. Schulz, John A. Cobler
  • Patent number: 4339611
    Abstract: C.sub.4 compounds including n-butanol and n-butanal are produced by reacting methanol, hydrogen, and carbon monoxide, in the presence of a cobalt catalyst selected from the group consisting of (a) a cobalt carbonyl, (b) a hydrido cobalt carbonyl and (c) a cobalt-containing material convertible to a cobalt carbonyl or a hydrido cobalt carbonyl, an iodine promotor and an organic sulfide having the formula:R.sub.1 --S--R.sub.2wherein R.sub.1 and R.sub.2 can be the same or different members selected from the group consisting of saturated or unsaturated, straight or branched chain alkyl radicals having from one to 24 carbon atoms, cycloalkyl radicals having from three to 40 carbon atoms, aryl radicals having from six to 20 carbon atoms, aralkyl and alkaryl radicals having from six to 40 carbon atoms and halogen substituted derivatives thereof.
    Type: Grant
    Filed: December 11, 1980
    Date of Patent: July 13, 1982
    Assignee: Gulf Research & Development Company
    Inventors: Wayne R. Pretzer, Thaddeus P. Kobylinski, John E. Bozik
  • Patent number: 4339350
    Abstract: A catalyst is prepared by reacting tungsten hexafluoride with water in a molar ratio of 2:1 to 20:1. This catalyst can be used to oligomerize 1-butene to produce synthetic hydrocarbon oils.
    Type: Grant
    Filed: June 19, 1980
    Date of Patent: July 13, 1982
    Assignee: Gulf Research & Development Company
    Inventors: John P. Pellegrini, Jr., David L. Beach, Thaddeus P. Kobylinski
  • Patent number: 4338257
    Abstract: Novel compounds having the structural formula ##STR1## in which R is H or agriculturally acceptable salts thereof, or C.sub.1 to C.sub.4 alkyl and R.sup.1 and R.sup.2 are hydrogen or C.sub.1 to C.sub.4 alkyl, alkoxy or carbalkoxy, halogen, thiocyano, hydroxy, phenoxy, methylenedioxy or methylthio are useful as plant growth regulators, particularly to increase fruit set with minimum deformative side effects.
    Type: Grant
    Filed: February 26, 1981
    Date of Patent: July 6, 1982
    Assignee: Gulf Oil Corporation
    Inventor: Natu R. Patel
  • Patent number: 4335044
    Abstract: A novel class of compounds which are useful as plant growth regulators is disclosed, having the general structural formula: ##STR1## R.sup.1 is; C.sub.1 to C.sub.4 alkyl, nitro or halo and n is zero or an integer from 1 to 4R.sup.2 is; C.sub.1 to C.sub.4 alkyl, or benzyl, n' is zero, 1 or 2 andAr is; naphthyl, phenyl or phenyl bearing thereon from one to three of the substituents: cyano, benzyloxy, nitro, bromo, chloro, trifluoromethyl and C.sub.1 to C.sub.4 alkyl, alkenyl, alkoxy alkylthio and alkyl-substituted amino.
    Type: Grant
    Filed: May 11, 1981
    Date of Patent: June 15, 1982
    Assignee: Gulf Oil Corporation
    Inventor: Loren W. Hedrich
  • Patent number: 4334084
    Abstract: A mixture of polycyclic, aromatic polycarboxylic acids carrying nuclear nitro groups that is substantially soluble in a mixture of polar solvents but substantially insoluble in water and a process for preparing the mixture of polycyclic, aromatic polycarboxylic acids.
    Type: Grant
    Filed: May 30, 1978
    Date of Patent: June 8, 1982
    Assignee: Gulf Research & Development Company
    Inventor: Johann G. D. Schulz
  • Patent number: 4334113
    Abstract: A synthetic hydrocarbon fluid is prepared by oligomerizing an olefin reactant in the presence of a catalyst prepared by reacting tungsten hexafluoride and water at a moderate temperature. For example, 1-butene is oligomerized at a temperature of about 40.degree. C. in the presence of a catalyst obtained by reacting tungsten hexafluoride and water in a four to one mol ratio. The liquid oligomer product is then hydrogenated to remove residual unsaturation.
    Type: Grant
    Filed: September 29, 1980
    Date of Patent: June 8, 1982
    Assignee: Gulf Research & Development Company
    Inventors: John P. Pellegrini, Jr., David L. Beach, Thaddeus P. Kobylinski
  • Patent number: 4332695
    Abstract: A hydrocarbon emulsion containing a hydrocarbon, water and the product resulting from the reaction of (1) polycyclic, polycarboxylic acids obtained as a result of the oxidation of coal with (2) a base.
    Type: Grant
    Filed: January 9, 1980
    Date of Patent: June 1, 1982
    Assignee: Gulf Research & Development Company
    Inventors: Johann G. D. Schulz, John A. Cobler
  • Patent number: 4331560
    Abstract: Organic isocyanates are prepared by reacting an organic nitrocompound with carbon monoxide in the presence of a novel catalyst system. The catalyst system is comprised of a noble metal compound, a heteroaromatic nitrogen compound, and an oxide of thorium or uranium.
    Type: Grant
    Filed: April 20, 1981
    Date of Patent: May 25, 1982
    Assignee: Gulf Research & Development Company
    Inventors: Wayne R. Pretzer, Richard B. Pannell
  • Patent number: 4331815
    Abstract: In the manufacture of an N-benzyl-N-isopropyl amide by reaction of N-benzyl-N-isopropylamine with an acid chloride, the amide product is obtained in better purity and yield by employing excess benzylisopropylamine as the acid accepting agent and recovering the amine for re-use by reacting the amine hydrochloride by-product with aqueous sodium hydroxide.
    Type: Grant
    Filed: September 26, 1980
    Date of Patent: May 25, 1982
    Assignee: Gulf Oil Corporation
    Inventor: Roger P. Cahoy
  • Patent number: 4331467
    Abstract: A new substance which is useful as a plant growth regulator is 3-imino-2-(1-methyl-3-phenylthioureido)isoindolin-1-one, which may also exist in tautomeric form as 1-(2-cyanobenzoyl)-2-methyl-4-phenylthiosemicarbazide. Formative effects and increased fruit set are obtained by application of the growth regulator to crop plants.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: May 25, 1982
    Assignee: Gulf Oil Corporation
    Inventor: Charles G. Gibbs
  • Patent number: 4330388
    Abstract: Normally solid dissolved coal product and a distillate liquid product are produced by continuously passing a feed slurry comprising raw feed coal and a recycle solvent oil and/or slurry together with hydrogen to a preheating-reaction zone (26, alone, or 26 together with 42), the hydrogen pressure in the preheating-reaction zone being at least 1500 psig (105 kg/cm.sup.2), reacting the slurry in the preheating-reaction zone (26, or 26 with 42) at a temperature in the range of between about 455.degree. and about 500.degree. C. to dissolve the coal to form normally liquid coal and normally solid dissolved coal. A total slurry residence time is maintained in the reaction zone ranging from a finite value from about 0 to about 0.2 hour, and reaction effluent is continuously and directly contacted with a quenching fluid (40, 68) to substantially immediately reduce the temperature of the reaction effluent to below 425.degree. C.
    Type: Grant
    Filed: September 9, 1980
    Date of Patent: May 18, 1982
    Assignee: The Pittsburg & Midway Coal Mining Co.
    Inventors: Raymond P. Anderson, David K. Schmalzer, Charles H. Wright
  • Patent number: 4330322
    Abstract: A novel class of compounds which are useful as plant growth regulators is disclosed, having the general structural formula: ##STR1## in which R.sup.1 is: C.sub.1 to C.sub.4 alkyl, nitro or halo and n is zero or an integer from 1 to 4R.sup.2 and R.sup.3 are: H or C.sub.1 to C.sub.4 alkyl, or benzyl andAr is: adamantyl, C.sub.3 to C.sub.4 alkyl or alkenyl, benzyl, halobenzyl, naphthyl, phenyl or phenyl bearing thereon from one to three of the substituents: cyano, benzyloxy, nitro, bromo, chloro, trifluoromethyl and C.sub.1 to C.sub.4 alkyl, alkenyl, alkoxy, alkylthio and alkyl-substituted amino.
    Type: Grant
    Filed: December 11, 1980
    Date of Patent: May 18, 1982
    Assignee: Gulf Oil Corporation
    Inventors: Natu R. Patel, Jerry L. Rutter
  • Patent number: 4330432
    Abstract: A novel catalyst composition comprising (A) the solid reaction product of (1) at least one non-halide-containing organic oxygenated compound of magnesium, (2) at least one non-halide-containing organic oxygenated titanium compound and (3) an aluminum halide; (B) an activator; and (C) at least one non-halide-containing organic oxygenated titanium compound.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: May 18, 1982
    Assignee: Gulf Research & Development Company
    Inventors: David L. Beach, Richard W. Lunden, Adolfo Zambelli
  • Patent number: 4329255
    Abstract: A novel catalyst system comprising (A) the solid product obtained by (1) treating a polymeric support carrying a magnesium compound with a titanium halide and (2) reacting the product of (1) with an aluminum hydrocarbyl; (B) an activator; and (C) at least one non-halide-containing organic oxygenated titanium compound.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: May 11, 1982
    Assignee: Gulf Research & Development Company
    Inventors: David L. Beach, Richard W. Lunden, Adolfo Zambelli
  • Patent number: 4328158
    Abstract: Maleic anhydride is produced by passing a C.sub.4 to C.sub.12 hydrocarbon stream together with molecular oxygen over a fixed bed containing a vanadium molybdate catalyst promoted with a novel cobalt tantalate having the formulaCoTa.sub.b O.sub.xwherein b is a number from about 1.0 to about 4.0 and x is a number from about 3.5 to about 11.0. The catalyst is prepared by calcining a slurry containing cobalt oxide and tantalum oxide, or their precursors, in at a temperature range from about 525.degree. to about 1200.degree. C. for about 1 to about 40 hours to obtain a cobalt tantalate, which is then slurried with a mixture of oxides of vanadium and molybdenum, or their precursors, dried, and then calcined at a temperature from about 300.degree. to about 650.degree. C. for about 0.5 to about 24 hours. A support can be used for the catalyst.
    Type: Grant
    Filed: March 19, 1981
    Date of Patent: May 4, 1982
    Assignee: Gulf Research & Development Company
    Inventors: Robert A. Innes, Anthony J. Perrotta