Patents Represented by Attorney Kenneth D. Goetz
  • Patent number: 6084093
    Abstract: The present invention is directed to low molecular weight mimics of superoxide dismutase (SOD) represented by the formula: ##STR1## wherein R, R', R.sub.1, R'.sub.1, R.sub.2, R'.sub.2, R.sub.3, R'.sub.3, R.sub.4, R'.sub.4, R.sub.5, R'.sub.5, R.sub.6, R'.sub.6, R.sub.7, R'.sub.7, R.sub.8, R'.sub.8, R.sub.9, and R'.sub.9 and X, Y, Z and n are as defined herein, useful as therapeutic agents for inflammatory disease states and disorders, ischemic/reperfusion injury, stroke, atherosclerosis, hypertension and all other conditions of oxidant-induced tissue damage or injury.
    Type: Grant
    Filed: May 16, 1995
    Date of Patent: July 4, 2000
    Assignee: G. D. Searle & Co.
    Inventors: Dennis P. Riley, Randy H. Weiss, William L. Neuman, Anil S. Modak, Patrick J. Lennon, Karl W. Aston
  • Patent number: 5608111
    Abstract: A method of producing 4-ADPA is disclosed wherein aniline or substituted aniline derivatives and nitrobenzene are reacted under suitable conditions to produce 4-nitrodiphenylamine or substituted derivatives thereof and/or 4-nitrosodiphenylamine or substituted derivatives thereof and/or their salts, either or both of which are subsequently reduced to produce 4-ADPA or substituted derivatives thereof. The 4-ADPA or substituted derivatives thereof can be reductively alkylated to produce p-phenylenediamine products or substituted derivatives thereof which are useful as antiozonants.
    Type: Grant
    Filed: May 5, 1995
    Date of Patent: March 4, 1997
    Assignee: Flexsys America L. P.
    Inventors: Michael K. Stern, James M. Allman, James K. Bashkin, Roger K. Rains
  • Patent number: 5559193
    Abstract: A process for preparing a polyamine containing a controlled amount of pendant tertiary amine groups and a controlled amount of pendant secondary amine or different tertiary amine groups and reactive carbon-carbon double bonds comprising reductively animating essentially all aldehyde groups in a polyaldehyde containing a controlled amount of pendant aldehyde groups and reactive carbon-carbon double bonds with a first secondary amine to produce a poly(tertiary amine), hydroformylating the poly(tertiary amine) having a controlled amount of pendant aldehyde groups, and reductively aminating the poly(tertiary amine) with pendant aldehyde groups with a primary amine or a second secondary amine.
    Type: Grant
    Filed: December 20, 1993
    Date of Patent: September 24, 1996
    Assignee: Monsanto Company
    Inventors: Martin P. McGrath, Samuel J. Tremont
  • Patent number: 5552053
    Abstract: The present invention is directed to a solid poly-amphiphilic polymer. The polymer may be (1) a continuous film (a) which is strengthened sufficiently by cross-linking to be used alone and/or supported on a frame, (b) overlaid and/or cast on a porous hydrophobic support or (2) introduced into the pores of a microporous hydrophobic membrane. The present invention is also a process for selectively removing a dissolved species (solute or target compound) from an aqueous solution or from a gaseous stream comprising contacting said aqueous solution or gaseous stream having the dissolved species and an aqueous stripping solution or other means for removing said species with opposite sides or surfaces.
    Type: Grant
    Filed: November 15, 1994
    Date of Patent: September 3, 1996
    Assignee: Monsanto Company
    Inventors: Sa V. Ho, Robert Z. Greenley, Alan S. Michaels
  • Patent number: 5552531
    Abstract: A process for preparing substituted aromatic azo compounds is provided which comprises contacting a nucleophilic compound and an azo containing compound in the presence of a suitable solvent system, and reacting the nucleophilic compound and the azo containing compound in the presence of a suitable base and a controlled amount of protic material at a temperature of about 10.degree. C. to about 150.degree. C. in a confined reaction zone wherein the molar ratio of protic material to base is 0:1 to about 5:1.
    Type: Grant
    Filed: April 6, 1993
    Date of Patent: September 3, 1996
    Assignee: Monsanto Company
    Inventors: Michael K. Stern, Brian K.-M. Cheng
  • Patent number: 5552185
    Abstract: New plastic articles are disclosed and claimed having flame retardant properties which contain a core of a plastic polymeric material (thermoplastic, thermoset, rigid foam or semi-flexible foam polymeric material) which is coated with a protective, flame retardant layer comprising a mixture of a thermoplastic polymeric material and a flame retardant, char-forming, intumescent system. The new articles are suitable for the manufacture of e.g. rods, beams, pipes, hoses, non-tubular profiles and panels which are useful in various industries such as the building, automotive and mining industries.
    Type: Grant
    Filed: September 23, 1994
    Date of Patent: September 3, 1996
    Assignee: Monsanto Company
    Inventor: Fran.cedilla.ois De Keyser
  • Patent number: 5540840
    Abstract: A method for treatment of a liquid waste stream having an undesirably high COD and comprising water and a concentration of organic nitrogen compounds of at least about 300 mg/l total kjedahl nitrogen is disclosed. According to the method, the liquid waste stream is oxygenated to produce an oxygenated liquid containing water, dissolved oxygen and the organic nitrogen compounds and the oxygenated liquid is passed through a fluidized bed reactor containing a fluidized bed of particulate solids supporting microorganisms capable of biodegrading the organic nitrogen compounds, thereby to subject the organic nitrogen compounds in the oxygenated liquid to aerobic microbial degradation and to produce an effluent containing water, ammonia and carbon dioxide, and the fluidized bed reactor contents and the effluent is maintained at a pH in the range of from about 6 to about 8.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: July 30, 1996
    Assignee: Monsanto Company
    Inventors: Michael A. Heitkamp, M. Joan Brackin, Daniel E. Steinmeyer
  • Patent number: 5512180
    Abstract: A process for removing dissolved organic compounds from an aqueous solution wherein said solution is contacted with a water insoluble, liquid oligomeric or polymeric poly(amphiphilic) compound having an affinity for said organic compound.
    Type: Grant
    Filed: November 17, 1994
    Date of Patent: April 30, 1996
    Assignee: Monsanto Company
    Inventor: Sa V. Ho
  • Patent number: 5507949
    Abstract: An immobilized liquid membrane and a method for selective extraction using same wherein said membrane comprises a hydrophobic polyamphiphilic oligomeric or polymeric liquid supported or immobilized within a microporous support which may be hydrophobic.
    Type: Grant
    Filed: February 3, 1993
    Date of Patent: April 16, 1996
    Assignee: Monsanto Company
    Inventor: Sa V. Ho
  • Patent number: 5504237
    Abstract: PIA.sub.2 inhibitors selected from the group consisting of ##STR1## wherein A is selected from the group consisting of ##STR2## and Z, W, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, X, X' and Y are as defined herein.
    Type: Grant
    Filed: April 27, 1995
    Date of Patent: April 2, 1996
    Assignee: Monsanto Company
    Inventor: Patrick J. Lennon
  • Patent number: 5476992
    Abstract: A process for the in-situ remediation of a contaminated heterogeneous soil region comprising: (a) introducing material for treating contaminants in a contaminated heterogeneous soil region into at least one liquid permeable region within the contaminated heterogeneous soil region to form at least one treating zone within the contaminated heterogeneous soil region, (b) transmitting direct electric current through at least one low permeability soil region within the contaminated heterogeneous soil region between a first electrode and a second electrode having opposite charge, wherein (i) the first electrode is located at a first end of the contaminated heterogeneous soil region and the second electrode is located at the opposite end of the contaminated heterogeneous soil region or (ii) the first electrode is located at a first end of each of the low permeability soil regions and the second electrode is located at the opposite end of each of the low permeability soil regions, (1) to cause an electroosmotic flow
    Type: Grant
    Filed: November 17, 1993
    Date of Patent: December 19, 1995
    Assignee: Monsanto Company
    Inventors: Sa V. Ho, Philip H. Brodsky
  • Patent number: 5457147
    Abstract: A process for preparing a controlled functional density poly(secondary amine) comprising: (a) contacting a polymer containing olefinic unsaturation with carbon monoxide in hydrogen under hydroformylation conditions in the presence of a hydroformylation catalyst to produce a controlled functional density polyaldehyde containing reactive carbon-carbon double bonds, and (b) contacting the polyaldehyde with hydrogen and a primary amine under reductive amination conditions in the presence of a ruthenium-containing imine hydrogenation catalyst or (b.sup.1) contacting the polyaldehyde with a sterically hindered aliphatic or cycloaliphatic primary amine or an aromatic primary amine under reductive amination conditions in the presence of an alkali metal borohydride to produce poly(secondary amine) having a substantially equivalent ratio of secondary amine groups to reactive carbon-carbon double bonds as the ratio of aldehyde groups to reactive carbon-carbon double bonds in the polyaldehyde.
    Type: Grant
    Filed: February 3, 1995
    Date of Patent: October 10, 1995
    Assignee: Monsato Company
    Inventors: Martin P. McGrath, Samuel J. Tremont
  • Patent number: 5457155
    Abstract: A process for preparing a controlled functional density poly(secondary amine) comprising: (a) contacting a polymer containing olefinic unsaturation with carbon monoxide in hydrogen under hydroformylation conditions in the presence of a hydroformylation catalyst to produce a controlled functional density polyaldehyde containing reactive carbon-carbon double bonds, and (b) contacting the polyaldehyde with hydrogen and a primary amine under reductive amination conditions in the presence of a ruthenium-containing imine hydrogenation catalyst or (b.sup.1) contacting the polyaldehyde with a sterically hindered aliphatic or cycloaliphatic primary amine or an aromatic primary amine under reductive amination conditions in the presence of an alkali metal borohydride to produce poly(secondary amine) having a substantially equivalent ratio of secondary amine groups to reactive carbon-carbon double bonds as the ratio of aldehyde groups to reactive carbon-carbon double bonds in the polyaldehyde.
    Type: Grant
    Filed: February 3, 1995
    Date of Patent: October 10, 1995
    Assignee: Monsanto Company
    Inventors: Martin P. McGrath, Samuel J. Tremont
  • Patent number: 5453541
    Abstract: A method of producing 4-ADPA is disclosed wherein aniline or substituted aniline derivatives and nitrobenzene are reacted under suitable conditions to produce 4-nitrodiphenylamine or substituted derivatives thereof and/or 4-nitrosodiphenylamine or substituted derivatives thereof and/or their salts, either or both of which are subsequently reduced to produce 4-ADPA or substituted derivatives thereof. The 4-ADPA or substituted derivatives thereof can be reductively alkylated to produce p-phenylenediamine products or substituted derivatives thereof which are useful as antiozonants.
    Type: Grant
    Filed: December 6, 1993
    Date of Patent: September 26, 1995
    Assignee: Monsanto Company
    Inventors: Michael K. Stern, James K. Bashkin
  • Patent number: 5451697
    Abstract: A process for preparing isocyanates comprising contacting carbon dioxide and a primary amine in the presence of an aprotic organic solvent and a base selected from the group consisting of a phosphazene compound, an organic, nitrogenous base and mixtures thereof, wherein the organic, nitrogenous base selected from the group consisting of guanidine compounds, amidine compounds, tertiary amines and mixtures thereof to produce the corresponding ammonium carbamate salt, reacting the ammonium carbamate salt with an anhydride dehydrating agent to produce a product stream comprising the corresponding isocyanate, the aprotic organic solvent and the base salt derived from the anhydride, separating the base salt from the product stream, recovering and recycling the base, and regenerating and recycling the anhydride dehydrating agent.
    Type: Grant
    Filed: December 27, 1993
    Date of Patent: September 19, 1995
    Assignee: Monsanto Company
    Inventors: William D. McGhee, Mark D. Paster, Dennis P. Riley, Kenneth W. Ruettimann, A. John Solodar, Thomas E. Waldman
  • Patent number: 5451702
    Abstract: A process for preparing substituted aromatic amines is provided which comprises contacting a nucleophilic compound and an azo containing compound in the presence of a suitable solvent system, reacting the nucleophilic compound and the azo containing compound in the presence of a suitable base and a controlled amount of protic material at a temperature of about 10.degree. C. to about 150.degree. C. in a confined reaction zone wherein the molar ratio of protic material to base is 0:1 to about 5:1 and reducing the product of the reaction of the nucleophilic compound and the azo containing compound under conditions which produce the substituted aromatic amine. In another embodiment, the substituted aromatic amines of the invention are reductively alkylated to produce alkylated diamines or substituted derivatives thereof.
    Type: Grant
    Filed: April 26, 1993
    Date of Patent: September 19, 1995
    Assignee: Monsanto Company
    Inventors: Michael K. Stern, Brian K-M Cheng
  • Patent number: 5436371
    Abstract: A process for preparing p-nitroaromatic amides is provided which comprises contacting a nitrile, nitrobenzene, a suitable base and water in the presence of a suitable solvent system to form a mixture, and reacting the mixture at a suitable temperature in a confined reaction zone in the presence of a controlled amount of protic material. The p-nitroaromatic amides of the invention can be reduced to p-aminoaromatic amides. In one embodiment, the p-aminoaromatic amide is further reacted with ammonia under conditions which produce the corresponding p-aminoaromatic amine and the amide corresponding to the nitrile starting material or with water in the presence of a suitable basic or acidic catalyst under conditions which produce the corresponding p-aminoaromatic amine and the acid or salt thereof corresponding to the nitrile starting material. In another embodiment, the p-aminoaromatic amine is reductively alkylated to produce alkylated p-aminoaromatic amine.
    Type: Grant
    Filed: August 29, 1994
    Date of Patent: July 25, 1995
    Assignee: Monsanto Company
    Inventors: Michael K. Stern, Brian K. Cheng
  • Patent number: 5434309
    Abstract: A process for preparing a controlled functional density poly(secondary amine) comprising:(a) contacting a polymer containing olefinic unsaturation with carbon monoxide in hydrogen under hydroformylation conditions in the presence of a hydroformylation catalyst to produce a controlled functional density polyaldehyde containing reactive carbon-carbon double bonds, and (b) contacting the polyaldehyde with hydrogen and a primary amine under reductive amination conditions in the presence of a ruthenium-containing imine hydrogenation catalyst or (b.sup.1) contacting the polyaldehyde with a sterically hindered aliphatic or cycloaliphatic primary amine or an aromatic primary amine under reductive amination conditions in the presence of an alkali metal borohydride to produce poly(secondary amine) having a substantially equivalent ratio of secondary amine groups to reactive carbon-carbon double bonds as the ratio of aldehyde groups to reactive carbon-carbon double bonds in the polyaldehyde.
    Type: Grant
    Filed: April 28, 1994
    Date of Patent: July 18, 1995
    Assignee: Monsanto Company
    Inventors: Martin P. McGrath, Samuel J. Tremont
  • Patent number: 5434288
    Abstract: PLA.sub.2 inhibitors selected from the group consisting of ##STR1## wherein A is selected from the group consisting of ##STR2## and Z, W, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, X, X' and Y are as defined herein.
    Type: Grant
    Filed: June 14, 1994
    Date of Patent: July 18, 1995
    Assignee: Monsanto Company
    Inventor: Patrick J. Lennon
  • Patent number: 5398756
    Abstract: A process for the in-situ remediation of contaminated soil comprising: (a) forming at least one liquid permeable region within a contaminated soil region, (b) introducing material for treating contaminants in the contaminated soil region into the liquid permeable regions to form at least one treating zone within the contaminated soil region, and (c) transmitting direct electric current through the contaminated soil region between a first electrode and a second electrode having opposite charge, wherein the first electrode is located at a first end of the contaminated soil region and the second electrode is located at the opposite end of the contaminated soil region to cause an electroosmotic flow from the second to the first electrode.
    Type: Grant
    Filed: November 17, 1993
    Date of Patent: March 21, 1995
    Assignee: Monsanto Company
    Inventors: Philip H. Brodsky, Sa V. Ho