Patents Represented by Attorney Frank D. Shearin
  • Patent number: 5367112
    Abstract: An improved process is disclosed to prepare an carboxylic acid salt. According to the process, an aqueous solution of an alcohol is contacted with an alkali metal hydroxide in the presence of an effective amount of a copper catalyst that contains from about 50 parts per million to about 10,000 parts per million of an element selected from the group consisting of chromium, titanium, niobium, tantalum, zirconium, vanadium, molybdenum, manganese, tungsten, cobalt, nickel and mixtures thereof. Raney copper is preferred.
    Type: Grant
    Filed: December 13, 1993
    Date of Patent: November 22, 1994
    Assignee: Monsanto Company
    Inventor: Thaddeus S. Franczyk
  • Patent number: 5317003
    Abstract: A herbicidal composition is provided which is substantially non-irritant to the eyes and which comprises a stable aqueous concentrate solution of one or more agriculturally acceptable salts-of N-phosphonomethylglycine and a surfactant represented by the formula ##STR1## wherein R is an alkyl group having from about 6 to about 14 carbon atoms, R.sup.1 is ethyl, propyl, or a mixture of ethyl and propyl, the sum of n and m is between about 5 and about 50, R.sup.2 is an alkyl group with 1-4 carbon atoms, X is an agriculturally acceptable anion, and the weight ratio of surfactant to N-phosphonomethylglycine (expressed as the acid equivalent) is between about 1:5 and about 5:1.
    Type: Grant
    Filed: July 16, 1992
    Date of Patent: May 31, 1994
    Assignee: Monsanto Company
    Inventors: James W. Kassebaum, Howard C. Berk
  • Patent number: 5292936
    Abstract: An improved process is disclosed to prepare an amino carboxylic acid salt. According to the process, an aqueous solution of an amino alcohol is contacted with an alkali metal hydroxide in the presence of an effective amount of a Raney copper catalyst that has from about 50 parts per million to about 10,000 parts per million of an element selected from the group consisting of chromium, titanium, niobium, tantalum, zirconium, vanadium, molybdenum, manganese, tungsten, cobalt, nickel and mixtures thereof.
    Type: Grant
    Filed: April 12, 1993
    Date of Patent: March 8, 1994
    Assignee: Monsanto Company
    Inventor: Thaddeus S. Franczyk
  • Patent number: 5288635
    Abstract: A process is provided for the degradation of N-phosphonomethylglycine. A mixed culture of microorganisms (ATCC 55050) is attached to an inert, immobile support, and then contacted with an aqueous solution of N-phosphonomethylglycine for a sufficient time to degrade the N-phosphonomethylglycine. One of the microorganisms in the mixed culture was identified as Moraxella anatipestifer (ATCC 55051).
    Type: Grant
    Filed: June 27, 1990
    Date of Patent: February 22, 1994
    Assignee: Monsanto Company
    Inventors: William J. Adams, Laurence E. Hallas, Michael A. Heitkamp
  • Patent number: 5268079
    Abstract: Process for the isolation and purification of free acids, starting from their salts, by electrodialysis which involves the use of:i) an electrolytic cell of four compartments, in which the two compartments adjacent to the two electrodes are separated from the central compartments by means of cationic membranes (2) and the central compartments are separated from one another by means of an anionic membrane (1); or, alternatively,ii) a module formed by an array of cells of 4 compartments separated from one another by alternating anionic membranes and cationic membranes.By means of this process, the simultaneous presence of the isolated free acids and their salts in the same compartment is prevented, which increases their purity. A large number of acids and amino acids can be isolated and purified. In a preferred embodiment, the purification and isolation of IDA is described.
    Type: Grant
    Filed: July 28, 1992
    Date of Patent: December 7, 1993
    Assignee: Monsanto Company
    Inventors: Jose R. Ochoa Gomez, Juan L. Martin Ramon, Asuncion de Diego Zori
  • Patent number: 5225592
    Abstract: Procedure for obtaining acetic acid derivatives (I) where R.sub.1 and R.sub.2 are H or groups --CH.sub.2 --COOH by oxidation of (II) where R and R' are H or groups of --CH.sub.2 --CH.sub.2 OH with O.sub.2 or a gas that contains it, in the presence of an metal hydroxide, demineralized water and Cu-Raney. The reaction is carried out keeping constant a partial pressure of oxygen below 20 Kg/cm.sup.2, inside the reactor. The acids (I) obtained as soluble salts, can be isolated and purified by chemical or electrochemical means.Examples of acids (I) are glycine, iminediacetic acid and nitricetriacetic acid, useful as nutrients and in the synthesis of herbicides.
    Type: Grant
    Filed: June 12, 1992
    Date of Patent: July 6, 1993
    Assignee: Ercros S.A.
    Inventors: Jose Ochoa Gomez, Juan Martin Ramon, Jose Sanchez Sanchez, Asuncion De Diego Zori
  • Patent number: 5095140
    Abstract: A process is provided for producing N-phosphonomethylglycine by the oxidation of N-phosphonomethyliminodiacetic acid with a peroxide to form an intermediate N-phosphonomethyliminodiacetic acid-N-oxide. Thereafter, the N-phosphonomethyliminodiacetic acid-N-oxide is converted to N-phosphonomethylglycine by adding a catalytic amount of a metal selected from the group consisting of iron, zinc, aluminum, vanadium and copper, or a compound selected from the group consisting of water-soluble vanadium compounds, ferrous salts and cuprous salts.
    Type: Grant
    Filed: April 15, 1991
    Date of Patent: March 10, 1992
    Assignee: Monsanto Company
    Inventor: Donald L. Fields, Jr.
  • Patent number: 5091561
    Abstract: A process for producing N-phosphonomethylglycine by the oxidation of N-phosphonomethyliminodiacetic acid using a molecualr oxygen-containing gas in the presence of a transition metal catalyst.
    Type: Grant
    Filed: June 4, 1990
    Date of Patent: February 25, 1992
    Assignee: Monsanto Company
    Inventors: Dennis P. Riley, Willie J. Rivers, Jr.
  • Patent number: 5087740
    Abstract: N-Phosphonomethylglycine can be purified and concentrated from aqueous solutions containing N-phosphonomethylglycine and impurities, such as N-formyl-N-phosphonomethylglycine, phosphorous acid, and the like, by passing the aqueous solution through an ion exchange column containing a weakly basic ion exchange resin to remove such impurities.
    Type: Grant
    Filed: July 30, 1990
    Date of Patent: February 11, 1992
    Assignee: Monsanto Company
    Inventor: Lowell R. Smith
  • Patent number: 5077430
    Abstract: A process is provided for producing N-phosphonomethylglycine by the oxidation of N-phosphonomethyliminodiacetic acid with a peroxide to form an intermediate N-phosphonomethyliminodiacetic acid-N-oxide. Thereafter, the N-phosphonomethyliminodiacetic acid-N-oxide is converted to N-phosphonomethylglycine by adding a catalytic amount of a metal selected from the group consisting of iron, zinc, aluminum, vanadium and copper, or a compound selected from the group consisting of water-soluble vanadium compounds, ferrous salts and cuprous salts.
    Type: Grant
    Filed: April 15, 1991
    Date of Patent: December 31, 1991
    Assignee: Monsanto Company
    Inventor: Donald L. Fields, Jr.
  • Patent number: 5077431
    Abstract: A process is provided for producing N-phosphonomethylglycine by the oxidation of N-phosphonomethyliminodiacetic acid with a peroxide to form an intermediate N-phosphonomethyliminodiacetic acid-N-oxide. Thereafter, the N-phosphonomethyliminodiacetic acid-N-oxide is converted to N-phosphonomethylglycine by adding a catalytic amount of a metal selected from the group consisting of iron, zinc, aluminum, vanadium and copper, or a compound selected from the group consisting of water-soluble vanadium compounds, ferrous salts and cuprous salts.
    Type: Grant
    Filed: April 15, 1991
    Date of Patent: December 31, 1991
    Assignee: Monsanto Company
    Inventor: Donald I. Fields, Jr.
  • Patent number: 5072033
    Abstract: A process for the production of N-phosphonomethylglycine comprising contacting N-phosphonomethyliminodiacetic acid with a peroxide in the presence of a catalyst selected from the group consisting of the salts and salt complexes of cobalt and vanadium, and an effective amount of a quinone or hydroquinone.
    Type: Grant
    Filed: December 11, 1990
    Date of Patent: December 10, 1991
    Assignee: Monsanto Company
    Inventors: Donald L. Fields, Jr., Raymond C. Grabiak, Karl E. Koenig, Dennis P. Riley
  • Patent number: 5068404
    Abstract: There is disclosed a process for producing the alkali metal salts of N-phosphonomethylglycine which comprises heating to an elevated temperature an aqueous solution of a di- or tri-alkali metal salt of N-alkyl-N-phosphonomethylglycine. The N-alkyl substituent contains at least one hydrogen on the beta carbon atom.
    Type: Grant
    Filed: March 26, 1990
    Date of Patent: November 26, 1991
    Assignee: Monsanto Company
    Inventors: William H. Miller, Terry M. Balthazor
  • Patent number: 5061820
    Abstract: A process for the production of N-phosphonomethylglycine comprising contacting N-phosphonomethyliminodiacetic acid with a peroxide in the presence of a catalyst selected from the group consisting of the salts and salt complexes of cobalt and vancadium, and an effective amount of dipyridyl compound.
    Type: Grant
    Filed: October 22, 1990
    Date of Patent: October 29, 1991
    Assignee: Monsanto Company
    Inventors: Donald L. Fields, Jr., Raymond C. Grabiak, Karl E. Koenig, Dennis P. Riley
  • Patent number: 5047579
    Abstract: An improved process is disclosed for the preparation of N-phosphonomethylglycine by the oxidation of N-phosphonomethyliminodiacetic acid. In the process N-phosphonomethyliminodiacetic acid is oxidized with a peroxide to form an intermediate, N-phosphonomethyliminodiacetic acid-N-oxide, and thereafter, adding a metabisulfite compound in the presence of a molybdenum compound to convert the intermediate to N-phosphonomethylglycine.
    Type: Grant
    Filed: June 25, 1990
    Date of Patent: September 10, 1991
    Assignee: Monsanto Company
    Inventors: Jozef G. Glowka, Kai K. Lau, Henryk Krawczyk, Donald L. Fields, Jr.
  • Patent number: 5043475
    Abstract: A process is provided for producing N-phosphonomethylglycine by the oxidation of N-phosphonomethyliminodiacetic acid with a peroxide to form an intermediate N-phosphonomethyliminodiacetic acid-N-oxide. Thereafter, the N-phosphonomethyliminodiacetic acid-N-oxide is converted to N-phosphonomethylglycine by adding a catalytic amount of a metal selected from the group consisting of iron, zinc, aluminum, vanadium and copper, or a compound selected from the group consisting of water-soluble vanadium compounds, ferrous salts and cuprous salts.
    Type: Grant
    Filed: June 25, 1990
    Date of Patent: August 27, 1991
    Assignee: Monsanto Company
    Inventor: Donald L. Fields, Jr.
  • Patent number: 5041627
    Abstract: N-Acyl-aminomethylphosphonic acids represented by the formula ##STR1## wherein R is selected from the group consisting of methyl and aryl are prepared by:(a) bringing together under substantially anhydrous reaction conditions an amide represented by the formula ##STR2## wherein R is as defined above and paraformaldehyde; and thereafter, (b) adding phosphorous trihalide to the reaction mixture.
    Type: Grant
    Filed: January 19, 1990
    Date of Patent: August 20, 1991
    Assignee: Monsanto Company
    Inventors: Sherrol L. Baysdon, Donald L. Fields, Jr.
  • Patent number: 5023369
    Abstract: A process is provided to produce N-phosphonomethylglycine by the oxidation of N-phosphonomethyliminodiacetic acid to form an intermediate N-phosphonomethyliminodiacetic acid-N-oxide with a peroxide in the presence of an effective amount of a catalyst selected from the group consisting of water-soluble tungsten compounds and a mixture of water-soluble tungsten compounds and a water-soluble molybdenum compound to form the intermediate, and thereafter converting the intermediate N-phosphonomethyliminodiacetic acid-N-oxide to N-phosphonomethylglycine.
    Type: Grant
    Filed: June 25, 1990
    Date of Patent: June 11, 1991
    Assignee: Monsanto Company
    Inventor: Donald L. Fields, Jr.
  • Patent number: 4965403
    Abstract: There is disclosed a process for producing the alkali metal salts of N-phosphonomethylglycine which comprises heating to an elevated temperature a di-alkali metal salt of N-alkyl-N-(2-hydroxyethyl)aminomethylphosphonic acid.
    Type: Grant
    Filed: November 7, 1988
    Date of Patent: October 23, 1990
    Assignee: Monsanto Company
    Inventors: Donald L. Fields, Jr., William H. Miller, Mitchell J. Pulwer
  • Patent number: 4965402
    Abstract: A process for producing N-phosphonomethylglycine by the oxidation of N-phosphonomethyliminodiacetic acid using a molecular oxygen-containing gas in the presence of a transition metal catalyst.
    Type: Grant
    Filed: February 17, 1989
    Date of Patent: October 23, 1990
    Assignee: Monsanto Company
    Inventors: Dennis P. Riley, Willie J. Rivers, Jr.