Patents Assigned to Halcon International, Inc.
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Patent number: 4262143Abstract: In the preparation of ethylbenzene hydroperoxide by reacting ethylbenzene with molecular oxygen, selectivity and reaction rate are improved by incorporating in the oxidation mixture a small amount of a hydroxide or salt of sodium or potassium.Type: GrantFiled: February 16, 1979Date of Patent: April 14, 1981Assignee: Halcon International, Inc.Inventor: Mitchell Becker
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Patent number: 4230640Abstract: A catalyst composition useful for the oxidation of olefins, particularly the oxidation of propylene and isobutylene to produce the corresponding unsaturated aldehydes acrolein and methacrolein, respectively, comprises the combination of oxides of molybdenum, cobalt, iron, bismuth, thallium and antimony, and preferably also silicon. When the catalyst is used for the vapor-phase oxidation of the olefins with molecular oxygen, the aldehydes are produced with high selectivity. Alcohol precursors for the olefins can be used as feed instead of the olefins themselves.Type: GrantFiled: November 1, 1977Date of Patent: October 28, 1980Assignee: Halcon International, Inc.Inventor: Sargis Khoobiar
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Patent number: 4230639Abstract: A catalyst composition useful for the oxidation of olefins, particularly the oxidation of propylene and isobutylene to produce the corresponding unsaturated aldehydes acrolein and methacrolein, respectively, comprises the combinatin of oxides of molybdenum, cobalt, iron, bismuth, thallium and antimony, and preferably also silicon. When the catalyst is used for the vapor-phase oxidation of the olefins with molecular oxygen, the aldehydes are produced with high selectivity. Alcohol precursors for the olefins can be used as feed instead of the olefins themselves.Type: GrantFiled: January 19, 1979Date of Patent: October 28, 1980Assignee: Halcon International, Inc.Inventor: Sargis Khoobiar
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Patent number: 4209650Abstract: Ethylene glycol is prepared by the reaction of ethylene, molecular oxygen and water in the presence of an iodine catalyst and in the presence of a copper co-catalyst or promoter.Type: GrantFiled: May 28, 1976Date of Patent: June 24, 1980Assignee: Halcon International, Inc.Inventors: Olav T. Onsager, Peter L. Szecsi
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Patent number: 4182915Abstract: Process for the preparation of nucleophilically ring-substituted aromatic compounds from an aromatic-thallium (III) metallate is provided in which the aromatic-thallium (III) metallate is contacted with a source of the nucleophile to form the desired substituted aromatic compound, which may be recovered from the reaction mixture as by distillation. Exemplary processes include the preparation of aniline and phenol from benzene.Type: GrantFiled: January 24, 1977Date of Patent: January 8, 1980Assignee: Halcon International, Inc.Inventor: Robert J. Harvey
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Patent number: 4151197Abstract: Acrylonitrile is dimerized by reaction in the presence of a catalyst consisting essentially of (a) at least one metal compound of the formula M(X).sub.n wherein M is Zn or Co, X is an anion derived from an alkyl or aryl sulfonic acid or from a carboxylic acid containing at least two carbon atoms which is substituted by at least one of the groups, --F, --Cl, --Br, --I and --CN in the .alpha.--C-position relative to the acid group and n is a number equal to the valence of the metal M divided by the number of acid equivalents of X and (b) at least one nitrogen-containing Lewis Base which is (1) a tertiary monoamine of the formula ##STR1## wherein R.sup.1, R.sup.2, and R.sup.Type: GrantFiled: November 10, 1975Date of Patent: April 24, 1979Assignee: Halcon International, Inc.Inventor: Olav T. Onsager
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Patent number: 4134912Abstract: A carboxylic acid, such as acetic acid, is prepared from a hydrocarbyl alcohol, such as methanol, in carbonylation processes comprising the use of an iodide, carbon monoxide and a nickel catalyst in the presence of a tin promoter.Type: GrantFiled: November 8, 1976Date of Patent: January 16, 1979Assignee: Halcon International, Inc.Inventors: Anthony N. Naglieri, Nabil Rizkalla
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Patent number: 4122106Abstract: Olefins are oxidized to produce the corresponding epoxides by means of an aryl thallic carboxylate in the presence of an inert polar organic solvent and in the presence of water, the novel compound thallic benzoate being a preferred reactant.Type: GrantFiled: June 6, 1977Date of Patent: October 24, 1978Assignee: Halcon International, Inc.Inventor: William F. Brill
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Patent number: 4116983Abstract: Benzene is oxidized with air to produce maleic anhydride in catalyst-containing reactors arranged in series, the gaseous effluent from the first reactor being passed to the second reactor after introduction of substantial amounts of benzene.Type: GrantFiled: May 24, 1977Date of Patent: September 26, 1978Assignee: Halcon International, Inc.Inventor: John P. Schmidt
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Patent number: 4115444Abstract: 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 a halide, carbon monoxide and a Group VIII noble metal in the presence of promoters comprising at least one metal of Groups IVB, VB, and VIB or a non-noble metal of Group VIII, or their compounds and an organo-nitrogen compound or an organo-phosphorus compound wherein the nitrogen and phosphorus are trivalent.Type: GrantFiled: February 5, 1976Date of Patent: September 19, 1978Assignee: Halcon International, Inc.Inventor: Nabil Rizkalla
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Patent number: 4115421Abstract: A monovalent thallium compound is converted to a trivalent thallium compound by treating the thallium (I) compound with an organic hydroperoxide in the presence of a Group VIII noble metal catalyst in a liquid medium to oxidize the thallium (I) compound to a thallium (III) compound.Type: GrantFiled: November 8, 1976Date of Patent: September 19, 1978Assignee: Halcon International, Inc.Inventor: William F. Brill
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Patent number: 4115419Abstract: A monovalent thallium compound is converted to a trivalent thallium compound by treating the thallium (I) compound with an organic hydroperoxide in the presence of a Group VIII noble metal catalyst in a liquid medium and in the presence of a promoter comprising a member selected from the group consisting of alkali metal compounds and heterocyclic tertiary amines, to oxidize the thallium (I) compound to a thallium (III) compound.Type: GrantFiled: April 21, 1977Date of Patent: September 19, 1978Assignee: Halcon International, Inc.Inventors: Anthony N. Naglieri, Nabil Rizkalla
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Patent number: 4115420Abstract: A monovalent thallium compound is converted to a trivalent thallium compound by treating the thallium (I) compound with molecular oxygen in the presence of a Group VIII noble metal catalyst to oxidize the thallium (I) compound to a thallium (III) compound.Type: GrantFiled: April 21, 1977Date of Patent: September 19, 1978Assignee: Halcon International, Inc.Inventor: William F. Brill
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Patent number: 4113756Abstract: A mono-valent thallium compound is converted to a trivalent thallium compound by treating the thallium (I) compound with molecular oxygen in the presence of a Group VIII noble metal catalyst and in the presence of a promoter comprising an alkali metal compound to oxidize the thallium (I) compound to a thallium (III) compound.Type: GrantFiled: November 8, 1976Date of Patent: September 12, 1978Assignee: Halcon International, Inc.Inventor: Richard A. Johnson
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Patent number: 4087382Abstract: A catalyst composition useful for the oxidation of olefins, particularly the oxidation of propylene and isobutylene to produce the corresponding unsaturated aldehydes acrolein and methacrolein, respectively, comprises the combination of oxides of molybdenum, cobalt, iron, bismuth, thallium and antimony, and preferably also silicon. When the catalyst is used for the vapor-phase oxidation of the olefins with molecular oxygen, the aldehydes are produced with high selectivity. Alcohol precursors for the olefins can be used as feed instead of the olefins themselves.Type: GrantFiled: November 24, 1976Date of Patent: May 2, 1978Assignee: Halcon International, Inc.Inventor: Sargis Khoobiar
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Patent number: 4073876Abstract: In the preparation of glycol esters by the oxidation of an olefin in the presence of a catalyst comprising tellurium, wherein the accumulation of foreign metals in association with the tellurium catalyst component has an adverse effect upon the reaction, such foreign metals are maintained at low levels while the tellurium catalyst values are recovered for recycling in high yield by purging a portion of a high-boiling residual fraction produced in the distillation treatment of the reaction mixture and treating the purged portion with water and/or an aqueous alkaline solution.Type: GrantFiled: July 1, 1976Date of Patent: February 14, 1978Assignee: Halcon International, Inc.Inventor: Vijai P. Gupta
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Patent number: 4066575Abstract: A supported silver catalyst, having particular utility in the production of ethylene oxide by the controlled, vapor phase, partial oxidation of ethylene employing molecular oxygen as the oxidant, is prepared by impregnation procedures. After impregnation, the catalyst is activated by thermal pyrolysis in an inert atmosphere and, subsequently, an alkali metal promoter, preferably a potassium, rubidium, and/or cesium salt is added to enhance catalyst performance.Type: GrantFiled: July 26, 1976Date of Patent: January 3, 1978Assignee: Halcon International, Inc.Inventor: Charles Nathan Winnick
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Patent number: 4066706Abstract: The present invention is concerned with an improved process for the molecular oxygen oxidation of ethylbenzene in the liquid phase to ethylbenzene hydroperoxide. The improved process is particularly concerned with carrying out the oxidation in a series of separate oxidation zones at substantially constant pressure with the temperature being progressively reduced from zone to zone in the liquid phase, the temperature reduction and control being accomplished by recycle of inert gases.Type: GrantFiled: April 21, 1975Date of Patent: January 3, 1978Assignee: Halcon International, Inc.Inventor: John P. Schmidt
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Patent number: 4058542Abstract: A monovalent thallium compound is converted to a trivalent thallium compound by treating the thallium (I) compound with molecular oxygen in the presence of a Group VIII noble metal catalyst and in the presence of a promoter comprising a heterocyclic tertiary amine to oxidize the thallium (I) compound to a thallium (III) compound.Type: GrantFiled: November 8, 1976Date of Patent: November 15, 1977Assignee: Halcon International, Inc.Inventors: Nabil Rizkalla, Anthony N. Naglieri
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Patent number: 4057471Abstract: Ethylene glycol or 1,2-propylene glycol contained in mixtures with lower carboxylate esters of the glycol is recovered by azeotropic distillation of the mixtures with an azeotroping agent forming a minimum boiling azeotrope with the ethylene glycol or the 1,2-propylene glycol, the distillation being effected with reflux of azeotroping agent as well as controlled reflux of the glycol to the distillation zone.Type: GrantFiled: September 12, 1975Date of Patent: November 8, 1977Assignee: Halcon International, Inc.Inventor: Chun Fei Chueh