Patents Represented by Attorney Raymond C. Loyer
  • Patent number: 4950787
    Abstract: There is disclosed an improved process for preparing 1-hydroxy-3-oxa-1,2,4,5-pentane tetracarboxylic acid and 3,6-dioxa-1,2,4,5,7,8-octane hexacarboxylic acid wherein the unreacted starting acids are recovered in more desirable crystal habit. The acids are precipitated in salt form by lowering the pH of the reaction product to a range of from 4 to below 6 stepwise. The pH is lowered to above 6 in the first step and then relatively rapidly reduced to the desired level in the second step.
    Type: Grant
    Filed: August 24, 1988
    Date of Patent: August 21, 1990
    Assignee: Monsanto Company
    Inventors: Edward J. Griffith, Liou-Liang Horng, Mark E. Jason
  • Patent number: 4948516
    Abstract: A method of disposing of wastes containing heavy metal compounds by neutralizing the wastes, oxidizing the neutralized wastes, then solidifying the oxidized wastes using conventional mineral binding agents such as Portland cement. This method is of particular interest in treating arsenic sulfide containing aqueous sludges produced in the manufacture of phosphoric acid.
    Type: Grant
    Filed: August 21, 1989
    Date of Patent: August 14, 1990
    Assignee: Monsanto Company
    Inventors: David O. Fisher, Kent P. Lannert
  • Patent number: 4946662
    Abstract: A method of forming condensed phosphates comprising reacting phosphate ions, such as generated from polyphosphate salts, and sulfamides, in an aqueous solution or suspension. An example of such a reaction is the reaction of tetrasodium tripolyphosphate and sulfamide in water to form sodium trimetaphosphate.
    Type: Grant
    Filed: June 30, 1989
    Date of Patent: August 7, 1990
    Assignee: Monsanto Company
    Inventor: David R. Gard
  • Patent number: 4840659
    Abstract: N-phosphonomethylglycine and novel derivatives thereof useful as phytotoxicants or herbicides.
    Type: Grant
    Filed: March 16, 1988
    Date of Patent: June 20, 1989
    Assignee: Monsanto Company
    Inventor: John E. Franz
  • Patent number: 4839407
    Abstract: A method for preparation of solid particulate polyacetal carboxylate. The method comprises agglomerating a solution comprising less than about 1% by weight methanol and between about 30% by weight and about 60% by weight polyacetal carboxylate onto a substrate to produce a free-flowing particulate solid. The solid comprises between about 30% by weight and about 55% by weight polyacetal carboxylate. The polyacetal carboxylate corresponds to the formula: ##STR1## where n is at least about 4 and represents the average chain length of the polyacetal carboxylate in the mixture, R.sub.1 and R.sub.2 are independently selected chemically stable groups that stabilize the polymer against rapid depolymerization in alkaline solution, and M is selected from the group consisting of alkali metals, ammonium, alkyl groups of 1 to about 4 carbon atoms, tetraalkyl ammonium groups, and alkanolamine groups having from 1 to about 4 carbon atoms in the alkyl chain.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: June 13, 1989
    Assignee: Monsanto Company
    Inventors: David A. Martin, Edward L. Ries, William Vanderlinde, Marvin J. Young
  • Patent number: 4775498
    Abstract: An energy saving process for preparing N,N-diacetic acid aminomethylenephosphonic acid by reacting an alkali metal salt of iminodiacetic acid in aqueous strong mineral acid solution with phosphorous acid and formaldehyde and then adding sufficient water to dissolve the alkali metal salt formed during the reaction. The desired product is recovered as a precipitate from the solution.
    Type: Grant
    Filed: January 29, 1986
    Date of Patent: October 4, 1988
    Assignee: Monsanto Company
    Inventor: Michael J. Gentilcore
  • Patent number: 4724103
    Abstract: An energy saving process for preparing N,N-diacetic acid aminomethylenephosphonic acid by reacting an alkali metal salt of iminodiacetic acid in aqueous strong mineral acid solution with phosphorous acid and formaldehyde and then adding sufficient water to dissolve the alkali metal salt formed during the reaction. The desired product is recovered as a precipitate from the solution.
    Type: Grant
    Filed: December 5, 1984
    Date of Patent: February 9, 1988
    Assignee: Monsanto Company
    Inventor: Michael J. Gentilcore
  • Patent number: 4673508
    Abstract: Maleate polymers and derivatives of maleate polymers containing specified functional groups are effective scale inhibitors, for calcium phosphate scale.
    Type: Grant
    Filed: November 13, 1985
    Date of Patent: June 16, 1987
    Assignee: Monsanto Company
    Inventors: James P. Coleman, George Kvakovszky, David J. Sikora
  • Patent number: 4666500
    Abstract: This disclosure relaes to arylsulfenyl derivatives of benzyl and aryl esters of N-phosphonomethylglycines. This disclosure further relates to herbicidal compositions containing arylsulfenyl derivatives of benzyl and aryl esters of N-phosphonomethylglycines, to the use thereof, and to herbicidal methods employing such compounds and compositions.
    Type: Grant
    Filed: February 2, 1983
    Date of Patent: May 19, 1987
    Assignee: Monsanto Company
    Inventors: Gerard A. Dutra, James A. Sikorski
  • Patent number: 4659860
    Abstract: N-phosphonomethylglycine and novel derivative thereof useful as phytotoxicants or herbicides.
    Type: Grant
    Filed: April 13, 1984
    Date of Patent: April 21, 1987
    Assignee: Monsanto Company
    Inventor: John E. Franz
  • Patent number: 4654429
    Abstract: A process for the preparation of a glyphosate product. An .alpha.-substituted N-phosphonomethylamino diacetic acid substrate is contacted in an aqueous medium with molecular oxygen in the presence of a catalyst for the oxidative cleavage of a substituent from the imino nitrogen of the substrate. Cleavage produces a glyphosate product, carbon dioxide, a higher aldehyde, or ketone. Novel intermediates and methods of preparation thereof are also disclosed.
    Type: Grant
    Filed: June 10, 1985
    Date of Patent: March 31, 1987
    Assignee: Monsanto Company
    Inventors: Terry M. Balthazor, Mitchell J. Pulwer
  • Patent number: 4650613
    Abstract: There is disclosed a process for the preparation of N-phosphonomethylglycine by dealkylation of N-alkyl-N-phosphonomethylglycine. The N-alkyl moiety contains an electron withdrawing group in the 2-position. Certain novel N-alkyl-N-phosphonomethylglycines are disclosed.
    Type: Grant
    Filed: December 28, 1984
    Date of Patent: March 17, 1987
    Assignee: Monsanto Company
    Inventors: Mitchell J. Pulwer, Van R. Gaertner
  • Patent number: 4618679
    Abstract: Compounds of the formula ##STR1## wherein x is NH and wherein R.sub.1 is selected from branched-chain lower alkyl, alkoxyalkyl, alkylthioalkyl, cycloalkyl, and cycloalkanylalkyl radicals, R.sub.2 is a C.sub.1-4 alkyl radical and R.sub.3 represents a C.sub.1-4 fluoroalkyl radical are disclosed as herbicides.
    Type: Grant
    Filed: April 24, 1984
    Date of Patent: October 21, 1986
    Assignee: Monsanto Company
    Inventor: Len F. Lee
  • Patent number: 4617415
    Abstract: A process for the preparation of a glyphosate product. An .alpha.-substituted N-phosphonomethylamino diacetic acid substrate is contacted in an aqueous medium with molecular oxygen in the presence of a catalyst for the oxidative cleavage of a substituent from the imino nitrogen of the substrate. Cleavage produces a glyphosate product, carbon dioxide, a higher aldehyde, or ketone. Novel intermediates and methods of preparation thereof are also disclosed.
    Type: Grant
    Filed: June 10, 1985
    Date of Patent: October 14, 1986
    Assignee: Monsanto Company
    Inventors: Terry M. Balthazor, Mitchell J. Pulwer
  • Patent number: 4579689
    Abstract: Processes are described wherein formaldehyde or formic acid and similar materials are oxidized to produce carbon dioxide and water by contact with oxygen in the presence of a noble metal catalyst on a carbon support that is protected from poisonous amines by a polymer coating.
    Type: Grant
    Filed: February 11, 1985
    Date of Patent: April 1, 1986
    Assignee: Monsanto Company
    Inventors: Arnold Hershman, David E. Gross, Robert M. Friedman
  • Patent number: 4568432
    Abstract: A process for preparing glyphosate and derivatives of related structure. A precursor primary or secondary amine, such as glycine, is condensed with a carbonyl compound, such as formylphosphonic acid or its acetals, and the condensation product is reduced to produce the desired product.
    Type: Grant
    Filed: December 28, 1984
    Date of Patent: February 4, 1986
    Assignee: Monsanto Company
    Inventor: Thomas E. Rogers
  • Patent number: 4554009
    Abstract: This invention relates to a process for preparing sulfenyl chloride derivatives of N-phosphonomethylglycinonitriles which are useful as herbicides or as intermediates for the production of thiosulfenamide derivatives of N-phosphonomethylglycinonitriles which are useful as herbicides.
    Type: Grant
    Filed: August 23, 1984
    Date of Patent: November 19, 1985
    Assignee: Monsanto Company
    Inventors: James A. Sikorski, Mary A. Hoobler
  • Patent number: 4547589
    Abstract: A process for producing nitrilotriacetate salts from nitrilotriacetonitrile in which a mixture of substantially stoichiometric amounts of an alkali metal hydroxide and nitrilotriacetonitrile in water are partially hydrolyzed, followed by boiling to complete the reaction, followed by addition of a bleaching agent, and recovery of the product as a solution or in crystalline form.
    Type: Grant
    Filed: January 3, 1984
    Date of Patent: October 15, 1985
    Assignee: Monsanto Company
    Inventor: Chung Y. Shen
  • Patent number: 4519832
    Abstract: This invention relates to unsymmetrical aminosulfinamide derivatives of N-phosphonomethyl-glycine triesters which are useful as herbicides. This invention further relates to herbicidal compositions containing such derivatives and to herbicidal methods employing such compounds and compositions.
    Type: Grant
    Filed: April 27, 1984
    Date of Patent: May 28, 1985
    Assignee: Monsanto Company
    Inventors: James A. Sikorski, Mary A. Hoobler
  • Patent number: 4508663
    Abstract: This invention relates to a process for preparing sulfenyl chloride derivatives of N-phosphonomethylglycinonitriles which are useful as herbicides or as intermediates for the production of thiosulfenamide derivatives of N-phosphonomethylglycinonitriles which are useful as herbicides.
    Type: Grant
    Filed: July 18, 1983
    Date of Patent: April 2, 1985
    Assignee: Monsanto Company
    Inventors: James A. Sikorski, Mary A. Hoobler