Patents Represented by Attorney James C. Bolding
  • Patent number: 5302717
    Abstract: The present invention provides a process for preparing urethanes and carbonates from an amine or an alcohol, carbon dioxide and a hydrocarbyl halide. The amine or alcohol is reacted with carbon dioxide in a suitable solvent system and in the presence of a base selected from the group consisting of a phosphazene compound and a mixture of a phosphazene compound and an organic, nitrogenous base, to form the ammonium carbamate or carbonate salt which is then reacted in a polar aprotic solvent with a hydrocarbyl halide. Polymer products can also be prepared utilizing this process or utilizing the resulting urethanes and carbonates under standard polymerization conditions.
    Type: Grant
    Filed: October 15, 1992
    Date of Patent: April 12, 1994
    Assignee: Monsanto Company
    Inventors: William D. McGhee, John J. Talley
  • Patent number: 5298651
    Abstract: A process for preparing isocyanates comprising (a) contacting carbon dioxide and a primary amine in the presence of an aprotic organic solvent and a phosphazene compound or a mixture of a phosphazene compound and an organic, nitrogenous base selected from the group consisting of guanidine compounds, amidine compounds, tertiary amines, pyridine and mixtures thereof to produce the corresponding ammonium carbamate salt, and (b) reacting the ammonium carbamate salt with an electrophilic or oxophilic dehydrating agent to produce the corresponding isocyanate. A second embodiment comprises recovering the ammonium carbamate salt of step (a) prior to reacting the ammonium carbamate salt with an electrophilic or oxophilic dehydrating agent in the presence of an aprotic organic solvent and a phosphazene compound or a mixture of a phosphazene compound and an organic, nitrogenous base selected from the group consisting of guanidine compounds, amidine compounds, tertiary amines, pyridine and mixtures thereof.
    Type: Grant
    Filed: October 15, 1992
    Date of Patent: March 29, 1994
    Assignee: Monsanto Company
    Inventors: William D. McGhee, Thomas E. Waldman
  • Patent number: 5260026
    Abstract: There is disclosed an improved process for the preparation of phosphorus trichloride wherein elemental phosphorus is caused to react with chlorine. The improvement comprises continuous, high speed analysis of the contents of the reactor whereby the reaction is controlled to produce less phosphorus pentachloride and other by-products. The analysis is performed by a laser Raman spectrometer associated with an optrode having a remotely located probe head and a circulating sampling system to continuously provide fresh sample to the probe head continuously. Also disclosed is apparatus for the automatic control of the reaction by control of the reactant feed to the reactor in response to the on-line, continuous analysis of the reactor contents.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: November 9, 1993
    Assignee: Monsanto Company
    Inventors: Macaulay S. Feld, David O. Fisher, John F. Freeman, Gregory J. Gervasio, Mark A. Hochwalt, Leonard F. Laskowski, Evan E. Thomsen
  • Patent number: 5233010
    Abstract: A process for preparing an isocyanate having at least two --N.dbd.C.dbd.O groups is provided which comprises preparing a substituted aromatic amine having at least two --NH.sub.2 groups, recovering the substituted aromatic amine having at least two --NH.sub.2 groups, and preparing an isocyanate from the substituted aromatic amine having at least two --NH.sub.2 groups by (1) contacting the substituted aromatic amine with CO.sub.2 under conditions sufficient to produce the corresponding ammonium carbamate salt, and reacting the ammonium carbamate salt with an electrophilic or oxophilic dehydrating agent under conditions sufficient to produce the corresponding isocyanate, or (2) contacting the substituted aromatic amine with CO.sub.
    Type: Grant
    Filed: October 15, 1992
    Date of Patent: August 3, 1993
    Assignee: Monsanto Company
    Inventors: William D. McGhee, Michael K. Stern, Thomas E. Waldman
  • Patent number: 5233084
    Abstract: Process for preparing .alpha.-arylpropionic acids by catalytically asymmetrically hydrogenating .alpha.-arylpropenoic acids prepared from .alpha.-aryl ketones.
    Type: Grant
    Filed: December 3, 1990
    Date of Patent: August 3, 1993
    Assignee: Monsanto Company
    Inventor: Albert S. C. Chan
  • Patent number: 5232989
    Abstract: Functionalized polymers manifesting exceptional stress-strain properties are prepared from polyols having terminal and nonterminal hydroxyl groups.
    Type: Grant
    Filed: March 4, 1991
    Date of Patent: August 3, 1993
    Assignee: Monsanto Company
    Inventors: Denis Forster, Samuel J. Tremont, Martin P. McGrath, Erik D. Sall
  • Patent number: 5228897
    Abstract: Disclosed herein are herbicidal pyridine compounds substituted at the 2- or 6-position with an OR.sub.2 moiety where R.sub.2 is hydrogen, lower alkyl, halomethyl, lower cyanoalkyl, alkenyl or alkynyl, as well as herbicidal compositions and herbicidal use of these compounds.
    Type: Grant
    Filed: April 20, 1992
    Date of Patent: July 20, 1993
    Assignee: Monsanto Company
    Inventors: Donald E. Korte, Len F. Lee
  • Patent number: 5223638
    Abstract: The present invention provides a process for preparing urethanes and carbonates from an amine or an alcohol, carbon dioxide and a hydrocarbyl halide. The amine or alcohol is reacted with carbon dioxide in a suitable solvent system and in the presence of an amidine or guanidine base, to form the ammonium carbamate or carbonate salt which is then reacted in a polar aprotic solvent with a hydrocarbyl halide. Polymer products can also be prepared utilizing this process or utilizing the resulting urethanes and carbonates under standard polymerization conditions.
    Type: Grant
    Filed: April 29, 1991
    Date of Patent: June 29, 1993
    Assignee: Monsanto Company
    Inventors: William D. McGhee, Barry L. Parnas, Dennis P. Riley, John J. Talley
  • Patent number: 5219824
    Abstract: Disclosed herein are herbicidal pyridine compounds substituted at the 3- and/or 5-position with a carboxylic acid-derived heterocyclic moiety, as well as herbicidal compositions and use of these compounds.
    Type: Grant
    Filed: October 21, 1991
    Date of Patent: June 15, 1993
    Assignee: Monsanto Company
    Inventors: Yuen-Lung L. Sing, Len F. Lee
  • Patent number: 5202473
    Abstract: A ruthenium-phosphine complex represented by the formula:[RuXY(BINAP].sub.nwherein n is an integer of from 1 to about 10; and X and Y independently represent nonchelating anionic ligands.
    Type: Grant
    Filed: July 23, 1992
    Date of Patent: April 13, 1993
    Assignee: Monsanto Company
    Inventors: Albert S. C. Chan, Scott A. Laneman
  • Patent number: 5200547
    Abstract: The present invention provides a process for preparing urethanes and carbonates from an amine or an alcohol, carbon dioxide and an allyl halide. The amine or alcohol is reacted with carbon dioxide to form the ammonium carbamate or carbonate salt which is then reacted with a palladium tertiary phosphine catalyst complex of an allyl halide. Polymer products can also be prepared utilizing this process or utilizing the resulting urethanes and carbonates under standard polymerization conditions.
    Type: Grant
    Filed: September 4, 1990
    Date of Patent: April 6, 1993
    Assignee: Monsanto Company
    Inventors: Dennis P. Riley, William D. McGhee
  • Patent number: 5198561
    Abstract: A ruthenium-phosphine complex represented by the formula:[RuXY(BINAP)].sub.nwherein n is an integer of from 1 to about 10; and X and Y independently represent nonchelating anionic ligands.
    Type: Grant
    Filed: March 6, 1991
    Date of Patent: March 30, 1993
    Assignee: Monsanto Company
    Inventors: Albert S. C. Chan, Scott A. Laneman
  • Patent number: 5196045
    Abstract: A compound having the structural formula ##STR1## wherein: Y is selected from O and S;R.sub.1 and R.sub.4 are independently selected from fluorinated methyl, chlorofluorinated methyl, and C.sub.1 -C.sub.4 alkyl, provided that not both R.sub.1 and R.sub.4 may be C.sub.1 -C.sub.4 alkyl;R.sub.2 is selected from hydrogen, lower alkyl, haloalkyl, alkenyl, alkynyl, haloalkenyl, and a cation;R.sub.3 is selected from C.sub.1 -C.sub.5 alkyl, cycloalkyl, cycloalkylalkyl, hydroxy, and alkoxy; andX is selected from ##STR2## in which R.sub.8 is selected from H, alkyl and CF.sub.3 and R.sub.10 is selected from F, Cl, --OR.sup.1, --SR.sup.1, --NHR.sup.1, --N(R.sup.1).sub.2, phenyl, substituted phenyl, and --P(OR.sup.1).sub.2where R.sup.1 is as defined above; ##STR3## wherein R.sup.1 is as defined above; ##STR4## wherein R.sub.14 and R.sub.15 are independently selected from hydrogen and alkyl; and --N.dbd.C.dbd.O and their use as herbicides.
    Type: Grant
    Filed: March 20, 1991
    Date of Patent: March 23, 1993
    Assignee: Monsanto Company
    Inventors: Len F. Lee, Mark G. Dolson
  • Patent number: 5189205
    Abstract: A process for preparing isocyanates comprising (a) contacting carbon dioxide and a primary amine in the presence of an aprotic organic solvent and an organic, nitrogenous base to produce the corresponding ammonium carbamate salt, and (b) reacting the ammonium carbamate salt with an electrophilic or oxophilic dehydrating agent to produce the corresponding isocyanate. A second embodiment comprises recovering the ammonium carbamate salt of step (a) prior to reacting the ammonium carbamate salt with an electrophilic or oxophilic dehydrating agent in the presence of an aprotic organic solvent and an organic, nitrogenous base.
    Type: Grant
    Filed: March 16, 1992
    Date of Patent: February 23, 1993
    Assignee: Monsanto Compamy
    Inventors: William D. McGhee, Thomas E. Waldman
  • Patent number: 5183473
    Abstract: A novel bleach composition is disclosed comprising a sulfatase enzyme and a peroxydisulfate which composition, in aqueous solution, generates the more reactive peroxymonsulfate bleach compound. Detergent compositions and bleach processes are also disclosed wherein the peroxymonsulfate is produced in situ to provide bleach functions with greatly reduced dye damage, particularly useful to remove blood stains from textile materials.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: February 2, 1993
    Assignee: Monsanto Company
    Inventors: Marvin M. Crutchfield, Bertie J. Reuben
  • Patent number: 5183584
    Abstract: The present invention relates to N,O-diacyl, N-alkyl hydroxylamines and their use as bleach activators in conjunction with oxygen-releasing compounds.
    Type: Grant
    Filed: February 10, 1992
    Date of Patent: February 2, 1993
    Assignee: Monsanto Company
    Inventor: James P. Coleman
  • Patent number: 5177049
    Abstract: A process for the production of para-oriented dicarboxylic aromatic acids is disclosed in which an aromatic compound, having a tertiary alkyl group, is oxidized with molecular oxygen in the presence of a catalytic composition comprising a cobalt salt, a minor amount of a manganese salt, and a source of chloride in the presence of a solvent.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: January 5, 1993
    Assignee: Monsanto Company
    Inventors: Roy A. Periana, George F. Schaefer
  • Patent number: 5171886
    Abstract: There is disclosed herein an improved processes for the preparation of oxydisuccinate by reacting in an alkaline reaction medium the salts of maleic acid and malic acid in the presence of a calcium ion catalyst wherein unreacted maleic acid salts are recovered from the reaction medium as sodium hydrogen maleate by lowering the pH of the reaction product to a range of from about 4 to 6. The precipitated sodium hydrogen maleate salts are recycled to the synthesis reaction as salts of malic acid by hydration in the presence of a hydration catalyst to prepare additional amounts of product.
    Type: Grant
    Filed: November 15, 1990
    Date of Patent: December 15, 1992
    Assignee: Monsanto Company
    Inventor: Robert G. Schultz
  • Patent number: 5162536
    Abstract: Described herein is a process for dehydration of substituted piperidine dicarbothioate compounds and a novel compound obtained thereby.
    Type: Grant
    Filed: October 28, 1991
    Date of Patent: November 10, 1992
    Assignee: Monsanto Company
    Inventors: Sherrol L. Baysdon, Helen L. Janoski
  • Patent number: 5142055
    Abstract: Processes for production of 2,6-substituted-3,5-pyridinedicarboxylic acids, esters, salts, amides, halides, and cyano compounds, useful as herbicides and as intermediates which provide herbicides.
    Type: Grant
    Filed: October 4, 1990
    Date of Patent: August 25, 1992
    Assignee: Monsanto Company
    Inventor: Len F. Lee