Patents Represented by Attorney Stanford M. Back
  • Patent number: 5502054
    Abstract: An insecticidal composition comprising, in admixture with an agriculturally acceptable carrier, an insecticidally effective amount of a 1,2,4-triazine compound of the formula ##STR1## wherein m is 0 to 12; n is 0 or 1; T is CH.sub.2, CH.dbd.CH, or C.tbd.C; X is Si(CH.sub.3).sub.2, C(CH.sub.3).sub.2, CH(CH.sub.3), or O; or R is methyl, vinyl, cyclopentyl, phenyl, naphthyl, or a substituted phenyl of the formula: ##STR2## wherein Q, U, W, Y, Z, and R.sup.1, R.sup.2, R.sup.3, R.sup.4 are as defined herein; and methods of using the same.
    Type: Grant
    Filed: April 18, 1995
    Date of Patent: March 26, 1996
    Assignee: FMC Corporation
    Inventors: Clinton J. Peake, Thomas G. Cullen
  • Patent number: 5449784
    Abstract: A method for preparing an alkoxyethylidene-substituted aryl hydrazine having the formula ##STR1## and thereafter cyclizing the same with a cyanate salt under mildly acidic conditions in the presence of an organic solvent, optionally in the presence of a cyclization-aiding amount of water, to form an aryl triazolinone of the formula ##STR2## wherein X is independently hydrogen, halogen, lower alkyl, lower alkoxy, nitro, hydroxy, --NHSO.sub.2 R.sup.1, --NR.sup.1 SO.sub.2 R.sup.1, or --N(SO.sub.2 R.sup.1).sub.2, where R.sup.1 is lower alkyl; R is lower alkyl, and each R is the same; and n is an integer of from 1-3, which triazolinones are useful as intermediates for preparing herbicides.
    Type: Grant
    Filed: June 22, 1994
    Date of Patent: September 12, 1995
    Assignee: FMC Corporation
    Inventor: Jaidev S. Goudar
  • Patent number: 5300503
    Abstract: Insects, and particularly the larvae of Lepidoptera and Coleoptera, are controlled by application of 4,6-diamino-1,2-dihydro-dihydro-1,3,5-trazine derivatives, and agriculturally acceptable salts thereof, having the following structure; ##STR1## when they are admixed with a compatible agricultural vehicle; additionally, certain related novel heterocyclyl, phenyl, and naphthyl triazines and their substituted counterparts are also taught.
    Type: Grant
    Filed: November 1, 1991
    Date of Patent: April 5, 1994
    Assignee: FMC Corporation
    Inventors: Clinton J. Peake, Thomas G. Cullen, Albert C. Lew
  • Patent number: 5217520
    Abstract: A herbicidal compound which is a Q-substituted 1-phenyl-4,5-dihydro-1,2,4-triazol-5(1H)-one in which the Q-substituent is bonded to the ring-carbon atom at the 5-position of the phenyl group and in which:Q is --CH(R.sup.2)C(R.sup.3) (R.sup.4)Q' or --CH.dbd.C(R.sup.4)Q';R.sup.2 and R.sup.3 are each, independently, H or halogen;R.sup.4 is H or lower alkyl;Q' is COOH, COOZ, COOR.sup.5, CON(R.sup.6) (R.sup.7), CN, CHO or C(O)R.sup.5 ;Z is a salt-forming group;R.sup.5 is alkyl, alkoxycarbonylalkyl, cycloalkyl or aralkyl;each of R.sup.6 and R.sup.7 is, independently, a radical which is alkyl, cycloalkyl, alkenyl, alkynyl, alkoxy, phenyl, benzyl or SO.sub.2 R.sup.6 or is one of said radicals substituted by halogen, alkyl or cyano; said compound being one whose 5-Methoxy Analogs and 5-Propargyloxy Analog are herbicides.
    Type: Grant
    Filed: March 16, 1992
    Date of Patent: June 8, 1993
    Assignee: FMC Corporation
    Inventor: Kathleen M. Poss
  • Patent number: 5214154
    Abstract: Herbicidal compounds of the formula ##STR1## in which, for example, X is Br, Cl or F; Y is Cl or Br, R.sup.2 is CHF.sub.2, R.sup.3 is CH.sub.3, R is alkyl, dialkylamino, carboxymethyl, hydroxy, haloalkyl, or aryl, and R.sup.1 is H, Na, lower alkyl or --SO.sub.2 R.
    Type: Grant
    Filed: September 9, 1992
    Date of Patent: May 25, 1993
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 5208212
    Abstract: This invention relates to compositions comprising 1-aryl-4,5-dihydro-1,2,4-triazol-5(1H)-ones (triazolinones) in combination with the herbicide (2,4-dichlorophenoxy)acetic acid (2,4-D), or like substituted phenoxyalkanoic acids, or esters, or alkali metal or ammonium salts thereof; or with certain herbicidal sulfonylureas, or mixtures of these classes of compounds, to provide herbicidal compositions which are highly effective against a broad array of crop weeds, particularly broadleaf weeds, in crops such as wheat.
    Type: Grant
    Filed: October 30, 1992
    Date of Patent: May 4, 1993
    Assignee: FMC Corporation
    Inventors: Kathleen M. Poss, Frederick W. Hotzman, Jacques Meyer
  • Patent number: 5192569
    Abstract: Microcrystalline cellulose intimately admixed with a galactomannan gum such as guar gum, in an aqueous medium and then dried, preferably by spray drying, forms a novel aggregate comprising a powder whose particles are spheroidal in shape. The resulting material may be used e.g., as a low-calorie fat-like material in certain foods. Optionally, a third, edible, component such as a lipophilic material, or a hydrophilic material, such as a proteinaceous material or a polysaccharide, or mixtures thereof, may be incorporated in this composition to enhance taste and/or other desired properties. When this composition, in colloidal form, is added to such foods as salad dressings or dairy products as a fat substitute, it imparts a fat-like mouth feel and consistency without the caloric value of fat.
    Type: Grant
    Filed: December 18, 1991
    Date of Patent: March 9, 1993
    Assignee: FMC Corporation
    Inventors: Emanuel J. McGinley, Domingo C. Tuason, Jr.
  • Patent number: 5177242
    Abstract: The reaction time and ease of handling of reactants in the known process of forming optically active (S)-cyanohydrins by reacting aldehydes with hydrocyanic acid in the presence of the enzyme S-oxynitrilase and a solvent may be significantly improved over the known methods when the solution of aldehydes and acid is passed through a porous membrane comprising a polymeric resinous binder having finely divided filler particles dispersed throughout the binder to which the S-oxynitrilase enzyme has been chemically bound.
    Type: Grant
    Filed: December 17, 1991
    Date of Patent: January 5, 1993
    Assignee: FMC Corporation
    Inventors: Stephen W. Andruski, Bruce Goldberg
  • Patent number: 5174809
    Abstract: Herbicidal compounds of the formula ##STR1## in which, for example, X is Br, Cl or F; Y is Cl or Br, R.sup.2 is CHF.sub.2, R.sup.3 l is CH.sub.3, R is alkyl, dialkylamino, carboxymethyl, hydroxy, haloalkyl, or aryl, and R.sup.1 is H, Na, lower alkyl or --SO.sub.2 R.
    Type: Grant
    Filed: May 31, 1991
    Date of Patent: December 29, 1992
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 5136868
    Abstract: Herbicidal aryltetrazolinones and thiones of the formula ##STR1## in which W is oxygen or sulfur; R is alkyl, fluoroalkyl, alkenyl, haloalkenyl, cyanoalkyl, alkylthioalkyl, haloalkoxyalkyl, trifluoromethylthio or alkoxyalkyl; one of X.sup.1 and X.sup.2 is fluorine, chlorine, or bromine and the other is fluorine, chlorine, bromine, alkyl, nitro or haloalkyl; and Z is a group selected from a variety of substituents including 2-propynyloxy as disclosed and exemplified.
    Type: Grant
    Filed: December 28, 1989
    Date of Patent: August 11, 1992
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 5128497
    Abstract: Crystalline pyrethroid isomers or enantiomer pairs are converted to more pesticidally active isomers by contacting a hydrocarbon slurry of the starting isomers with an epimerization agent selected from the group consisting of 1,1,3,3-tetramethylguanidine and 1,8-diazabicyclo[5.4.0]undec-7-ene, agitating the slurry while maintaining a temperature effective for conversion, and recovering the resulting isomers. The process typically is effective for enriching cypermethrin, and cyfluthrin.
    Type: Grant
    Filed: January 3, 1990
    Date of Patent: July 7, 1992
    Assignee: FMC Corporation
    Inventor: John W. Ager
  • Patent number: 5125958
    Abstract: A herbicidal compound which is a Q-substituted 1-phenyl-4,5-dihydro-1,2,4-triazol-5(1H)-one in which the Q-substituent is bonded to the ring-carbon atom at the 5-position of the phenyl group and in which:Q is --CH(R.sup.2)C(R.sup.3) (R.sup.4)Q' or --CH.dbd.C(R.sup.4)Q';R.sup.2 and R.sup.3 are each, independently, H or halogen;R.sup.4 is H or lower alkyl;Q' is COOH, COOZ, COOR.sup.5, CON(R.sup.6) (R.sup.7), CN, CHO or C(O)R.sup.5 ;Z is a salt-forming group;R.sup.5 is alkyl, alkoxycarbonylalkyl, cycloalkyl or aralkyl;each of R.sup.6 and R.sup.7 is, independently, a radical which is alkyl, cycloalkyl, alkenyl, alkynyl, alkoxy, phenyl, benzyl or SO.sub.2 R.sup.6 or is one of said radicals substituted by halogen, alkyl or cyano;said compound being one whose 5-Methoxy Analogs and 5-Propargyloxy Analog are herbicides.
    Type: Grant
    Filed: March 5, 1991
    Date of Patent: June 30, 1992
    Assignee: FMC Corporation
    Inventor: Kathleen M. Poss
  • Patent number: 5105012
    Abstract: There is provided an improved process for the reduction of optionally substituted dinitrobenzenes to the corresponding nitroanilines with high yields which comprises contacting the dinitrobenzene with hydrogen in an acidic medium in the presence of a catalytic amount of a combination of a noble metal hydrogenation catalyst, and iron or an iron salt. Isomer specific reductions may be achieved with those compounds containing suitable directing substituents.The 2-halo-5-nitroanilines which may be produced in this process may be converted via a multi-step synthesis to useful 1-aryl-4-substituted 1,4-dihydro-5H-tetrazol-5-one herbicides.
    Type: Grant
    Filed: October 11, 1990
    Date of Patent: April 14, 1992
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 5073383
    Abstract: Aggregation of fluorocarbon emulsion particles, which occurs when the emulsion mixes with blood, is reduced by the addition of relatively large amounts of phosphate.
    Type: Grant
    Filed: April 21, 1989
    Date of Patent: December 17, 1991
    Assignee: Affinity Biotech, Inc.
    Inventor: Robert T. Lyons
  • Patent number: 5047581
    Abstract: The treatment of isomeric mixtures of cis/trans -3-(2,2-dihalo-3,3,3-trifluoropropyl)-2,2-dimethylcyclopropanecarboxylic acid esters with excess base at elevated temperatures hydrolyzes the ester, dehydrohalogenates the side chain, and thereafter selectively converts the resulting unsaturated side chain of the corresponding trans-cyclopropanecarboxylic acid to an acetyl byproduct, from which may be readily separated and recovered an enriched concentration of the desired cis-2-halo-1-propenylcyclopropanecarboxylic acid, together with minor amounts of the corresponding transacid.
    Type: Grant
    Filed: August 25, 1989
    Date of Patent: September 10, 1991
    Assignee: FMC Corporation
    Inventors: Raymond M. Palmere, Thomas E. Guralski
  • Patent number: 5035740
    Abstract: A herbicidal compound of the formula ##STR1## in which Q is --CR.sup.1 (R.sup.2)C(R.sup.3)(R.sub.4)Q' or --CR.sup.1 .dbd.C(R.sup.4)Q';R.sup.1, R.sup.2 and R.sup.3 are each, independently, hydrogen, halogen, or lower alkyl;R.sup.4 is hydrogen or lower alkyl;Q' is COOH, COOZ, COOR.sup.5, CON (R.sup.6)(R.sup.7), CN, CHO or C(O)R.sup.5 ;Z is a salt-forming cation;R.sup.5 is alkyl, cycloalkyl or aralkyl;each of R.sup.6 and R.sup.7 is, independently, hydrogen alkyl, cycloalkyl, alkenyl, alkynyl, alkoxy, phenyl, benzyl, or SO.sub.2 R.sup.8 or is one of said radicals substituted by halogen, alkyl, or cyano, R.sup.8 being the same as R.sup.6 other than hydrogen or SO.sub.2 R.sup.8 ;NHet is a monovalent nitrogen-containing organic group; andNHet, X and Y are such that the Methoxy Analog or Propargyloxy Analog of said compound is a herbicide.
    Type: Grant
    Filed: May 16, 1989
    Date of Patent: July 30, 1991
    Assignee: FMC Corporation
    Inventor: Kathleen M. Poss
  • Patent number: 4982012
    Abstract: 2-Methallyloxyphenol is produced selectively in good yield, high purity and without having to separate and recycle large amounts of catechol, in the reaction of methallyl chloride with catechol, by forming a substantially non-aqueous mixture of an alkali metal catecholate and a molar excess of methallyl chloride perferably in a polar organic solvent in which the methallyl chloride is substantially insoluble, agitating the mixture to produce a two-phase system comprising an organic first phase containing product 2-methallyloxyphenol dissolved in methallyl chloride and a polar second phase containing unreacted catecholate, and recovering product 2-methallyloxyphenol from the first plase. The presence of a quaternary ammonium or phosphonium catalyst in the reaction mixture further reduces undesired ring-alkylated by-products.
    Type: Grant
    Filed: December 18, 1987
    Date of Patent: January 1, 1991
    Assignee: FMC Corporation
    Inventor: John W. Ager, Jr.
  • Patent number: 4980193
    Abstract: A dry powder stabilizing agent useful for suspending cocoa solids in dry mix instant chocolate drink formulations that are reconstituted with hot water. The stabilizing agent is a coprocessed, codried powdered composition containing colloidal microcrystalline cellulose, a minor amount of starch, and a non-thickening water-soluble diluent such as maltodextrin, whey or non-fat dry milk.
    Type: Grant
    Filed: November 16, 1989
    Date of Patent: December 25, 1990
    Assignee: FMX Corporation
    Inventors: Domingo C. Tuason, Jr., Emanuel J. McGinley
  • Patent number: 4952580
    Abstract: Polyhaloalkene compounds of the formula: ##STR1## wherein X is sulfur, oxygen, or nitrogen, Y.sup.1 and Y.sup.2 are fluorine, Z is hydrogen or the same as Y.sup.1 and Y.sup.2, and n is 1-4; provided that:(A) when X is sulfur, Z is fluorine and R is thienyl or substituted thienyl, thianaphthyl or substituted thianaphthyl, thiazolinyl or substituted thiazolinyl, oxadiazolyl or substituted oxadiazolyl, 3,4,4-trifluoro-3-butenyloxycarbonylmethyl, thiadiazolyl substituted by halogen or R.sup.2 S, wherein R.sup.2 is 3,4,4-trifluoro-3-butenyl or R.sup.2 is phenylmethyl or phenylthiomethyl each optionally substituted by halogen or nitro; or R is thiadiazolyl substituted by R.sup.3, wherein R.sup.3 is substituted aryl, arylalkyl, aryloxyalkyl, alkylthio, haloalkylthio, haloarylthio, cyanoalkylthio, arylalkylthio, aryloxyalkylthio, arylthioalkylthio, heterocycloalkylthio, alkenylthio, haloalkenylthio, halocycloalkylalkenylthio, wherein said aryl or heterocyclic groups of R.sup.
    Type: Grant
    Filed: November 9, 1988
    Date of Patent: August 28, 1990
    Assignee: FMC Corporation
    Inventors: Anthony J. Martinez, Thomas G. Cullen
  • Patent number: H1229
    Abstract: A stabilizing agent for dry mix food products in powder form, the individual particles of which consist essentially of microcrystalline cellulose, sodium carboxymethyl cellulose, and maltodextrin.
    Type: Grant
    Filed: July 18, 1990
    Date of Patent: September 7, 1993
    Assignee: FMC Corporation
    Inventors: Emanuel J. McGinley, Domingo C. Tuason, Gregory R. Krawczyk