Patents by Inventor Ernest L. Plummer

Ernest L. Plummer has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 5310724
    Abstract: The present application discloses herbicidal substituted-phenyl-1,2,4-Triazol-5(1H)-thiones and -ones, herbicidal compositions containing these compounds, methods of preparing them, and methods for controlling undesired plant growth by preemergence and/or postemergence application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds are compounds of the formula ##STR1## wherein: Ar is selected from ##STR2## R is selected from haloalkyl; R.sup.1 is selected from alkyl;R.sup.2 is selected from hydrogen, halogen, alkyl, haloalkoxy, haloalkyl, alkoxy, alkynyl, alkylthio, nitro, amino and cyano;R.sup.3 is selected from hydrogen, halogen, alkyl, alkoxy, alkynyl, nitro, amino, mono- or disubstituted amino, cyano and hydroxy;R.sup.3 is selected from hydrogen, halogen, alkyl, alkoxy, alkynyl, nitro, amino, mono- or disubstituted amino, cyano and hydroxy;R.sup.
    Type: Grant
    Filed: August 20, 1992
    Date of Patent: May 10, 1994
    Assignee: FMC Corporation
    Inventors: Kiyoshi Kondo, Hiromichi Kono, Kirk A. Simmons, John A. Dixson, Blaik P. Halling, Ernest L. Plummer, Marjorie J. Plummer, John M. Tymonko
  • Patent number: 5108486
    Abstract: The present application discloses herbicidal substituted-phenyl-1,2,4-Triazole-5(1H)-thiones and -ones, herbicidal compositions containing these compounds, methods of preparing them, and methods for controlling undesired plant growth by preemrgence and/or postemergence application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds are compounds of the formula ##STR1## wherein Ar is selected from ##STR2## R is selected from haloalkyl; R.sup.1 is selected from alkyl;R.sup.2 is selected from hydrogen, halogen, alkyl haloalkoxy, haloalkyl, alkoxy, alkynyl, alkylthio, nitro, amino and cyano;R.sup.3 is selected from hydrogen, halogen, alkyl, alkoxy, alkynyl, nitro, amino, mono- or disubstituted amino, cyano and hydroxyR.sup.3 is selected from hydrogen, halogen, alkyl, alkoxy, alkynyl, nitro, amino, mono- or disubstituted amino, cyano and hydroxy;R.sup.
    Type: Grant
    Filed: April 1, 1991
    Date of Patent: April 28, 1992
    Assignee: Kanagawa Chemical Laboratory, Ltd.
    Inventors: Kiyoshi Kondo, Hiromichi Kono, Kirk A. Simmons, John A. Dixson, Blaik P. Halling, Ernest L. Plummer, Marjorie J. Plummer, John M. Tymonko
  • Patent number: 5008277
    Abstract: N-[(Alpha-perhaloalkylbenzyloxy)pyridyl]-N'-benzoylurea compounds of the following structural formula are useful insecticides: ##STR1## in which R.sub.A is selected from the group consisting of -hydrogen, -halogen, -lower alkyl, -lower alkoxy, -benzyl, and -benzyloxy;R.sub.B is selected from -hydrogen and -halogen;R.sub.C and R.sub.D are both -hydrogen or together constitute a --COCO-- bridge;R is a perhaloalkyl substitutent;R.sub.3 is selected from the group consisting of -hydrogen, -halogen and -phenylthio;R.sub.4 is selected from the group consisting of -hydrogen, -halogen, -lower alkyl, -lower alkoxy, -lower alkoxyalkyl, -lower haloalkoxy, -lower alkylthio, -lower alkylsulfonyl, and -diallylamino; orR.sub.3 and R.sub.4 at adjacent ring positions constitute a --OCH.sub.2 O--, --CH.sub.2 C(CH.sub.3).sub.2 O--, or --CF.sub.2 CF.sub.2 O-- bridge; andR.sub.5 is --hydrogen or -lower alkyl.
    Type: Grant
    Filed: June 30, 1989
    Date of Patent: April 16, 1991
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4870089
    Abstract: N-[(Alpha-perhaloalkylbenzyloxy)pyridyl]-N'-benzoylurea compounds of the following structural formula are useful insecticides: ##STR1## in which R.sub.A is selected from the group consisting of -hydrogen, -halogen, -lower alkyl, -lower alkoxy, -benzyl, and -benzyloxy;R.sub.B is selected from -hydrogen and -halogen;R.sub.C and R.sub.D are both -hydrogen or together constitute a --COCO-- bridge;R.sub..alpha. is a perhaloalkyl substituent;R.sub.3 is selected from the group consisting of -hydrogen, -halogen and -phenylthio;R.sub.4 is selected from the group consisting of -hydrogen, -halogen, -lower alkyl, -lower alkoxy, -lower alkoxyalkyl, -lower haloalkoxy, -lower alkylthio, -lower alkylsulfonyl, and -diallylamino; orR.sub.3 and R.sub.4 at adjacent ring positions constitute a --OCH.sub.2 O--, --CH.sub.2 C(CH.sub.3).sub.2 O--, or --CF.sub.2 CF.sub.2 O-- bridge; andR.sub.5 is -hydrogen or -lower alkyl.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: September 26, 1989
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4837307
    Abstract: A 2,2'-bridged[1,1'-biphenyl]-3-ylmethyl compound of the following formula is an intermediate to insecticidal esters. ##STR1## wherein n is 1-4 and Y is a leaving group readily displaced by carboxylate anions.
    Type: Grant
    Filed: January 16, 1984
    Date of Patent: June 6, 1989
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4772730
    Abstract: Benzofurans of the formula ##STR1## wherein R.sup.1 is hydrogen, nitro, amino, phthalimido or acetamido, R.sup.2 is at least one of halo, cyano, alkyl(C.sub.1 -C.sub.8), cycloalkyl(C.sub.3 -C.sub.8), hydroxy, alkoxy(C.sub.1 -C.sub.8), acyl(C.sub.1 -C.sub.8), acyloxy(C.sub.1 -C.sub.8), alkoxy(C.sub.1 -C.sub.8)carbonyl, alkoxy(C.sub.1 -C.sub.8)carbonylalkyl(C.sub.1 -C.sub.8), phenyl, phenyloxy, trifluoromethyl or dialkyl(C.sub.1 -C.sub.8)amino, m is 0-3, and at least one of the carbon atoms of the benzene ring of said benzofuran is substituted. The compounds are intermediates in the preparation of pyrazoline insecticides.
    Type: Grant
    Filed: September 8, 1987
    Date of Patent: September 20, 1988
    Assignee: FMC Corporation
    Inventors: David E. Seelye, Ernest L. Plummer
  • Patent number: 4758590
    Abstract: A method for controlling soil-borne insects such as southern corn rootworm is disclosed and exemplified in which the pyrethroid 2,4,6-trifluorophenylmethyl 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylat e is applied to the soil for initial and residual insect control.
    Type: Grant
    Filed: March 14, 1984
    Date of Patent: July 19, 1988
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4737509
    Abstract: Compounds of the formula ##STR1## wherein Z is ##STR2## compositions containing the compounds, and their utility as dietary and foliar insecticides are disclosed and exemplified.
    Type: Grant
    Filed: December 4, 1986
    Date of Patent: April 12, 1988
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4730062
    Abstract: Tetrafluorobenzofurans of the formula ##STR1## are prepared by contacting, at elevated temperature in an aprotic solvent, an ether of the formula ##STR2## with a catalytic mixture of metallic cooper and a polydentate or other ligand, wherein R.sup.1 is hydrogen, nitro, amino, phthalimido or acetylimido, R.sup.2 is at least one of hydrogen, halo, cyano, alkyl, hydroxy, alkoxy, acyl, acyloxy, alkoxycarbonyl, alkoxycarbonylalkyl, phenyl, phenyloxy, trifluoromethyl or dialkylamino. The products are intermediates in the preparation of pyrazoline insecticides.
    Type: Grant
    Filed: April 19, 1985
    Date of Patent: March 8, 1988
    Assignee: FMC Corporation
    Inventors: David E. Seelye, Ernest L. Plummer
  • Patent number: 4701464
    Abstract: Insecticidal compounds of the formula ##STR1## formulations thereof, their use for control of foliar or soil-borne insects, their method of preparation and certain novel intermediates for their preparation are disclosed and exemplified.
    Type: Grant
    Filed: June 3, 1985
    Date of Patent: October 20, 1987
    Assignee: FMC Corporation
    Inventors: Richard B. Phillips, Ernest L. Plummer, John F. Engel
  • Patent number: 4668792
    Abstract: Substituted [1,1'-biphenyl]-3-ylmethyl compounds carrying leaving groups are intermediates to insecticidal esters.
    Type: Grant
    Filed: December 20, 1983
    Date of Patent: May 26, 1987
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4636523
    Abstract: Insecticidal compounds of the formula ##STR1## in which A and B are both halogen or hydrogen, or one of A and B is hydrogen, and the other of A and B is halogen; Z and W are independently O or S; the substituted benzofuranyl or benzothienyl group is attached at position 5 or 6; R is halogen; m is 0 to 3; R' is F or CF.sub.3 ; methods for their preparation and formulation, insecticidal compositions, and their use to control insects are disclosed.
    Type: Grant
    Filed: January 7, 1986
    Date of Patent: January 13, 1987
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4617316
    Abstract: Insecticidal compounds of the formula: ##STR1## in which A is chloro and B is hydrogen or A and B are both fluoro, X is oxygen or sulfur and one of R.sup.1 and R.sup.2 is or includes an optionally substituted 5-membered heteroaryl ring, their method for preparation and formulation, insecticidal compositions thereof, and their use to control insects, are disclosed and exemplified.
    Type: Grant
    Filed: December 20, 1985
    Date of Patent: October 14, 1986
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4609732
    Abstract: 2-(Alpha-perhaloalkylbenzyloxy)pyridyl compounds of the following structural formula are intermediates to N-[(alpha-perhaloalkylbenzyloxy)pyridyl]-N'-benzoylurea insecticides: ##STR1## in which R.sub..alpha. is a perhaloalkyl substituent;R.sub.3 is selected from the group consisting of -hydrogen, -halogen and -phenylthio;R.sub.4 is selected from the group consisting of -hydrogen, -halogen, -lower alkyl, -lower alkoxy, -lower alkoxyalkyl, -lower haloalkoxy, -lower alkylthio, -lower alkylsulfonyl, and -diallylamino; orR.sub.3 and R.sub.4 at adjacent ring positions constitute a --OCH.sub.2 O--, --CH.sub.2 C(CH.sub.3).sub.2 O--, or --CF.sub.2 CF.sub.2 O-- bridge;R.sub.5 is -hydrogen or -lower alkyl; andZ is -amino or -nitro.
    Type: Grant
    Filed: January 3, 1986
    Date of Patent: September 2, 1986
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4605748
    Abstract: Certain benzocycloalkaneheteroaromaticmethyl, e.g., benzocycloalkanethiophenemethyl, esters and insecticidal compositions containing these esters are useful for the control of a broad range of insects and acarids.
    Type: Grant
    Filed: April 18, 1984
    Date of Patent: August 12, 1986
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4596892
    Abstract: 2,2'-Bridged[1,1'-biphenyl]-3-ylmethyl carboxamides and insecticidal compositions containing these carboxamides are useful for the control of a broad range of insects and acarids.
    Type: Grant
    Filed: April 19, 1985
    Date of Patent: June 24, 1986
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4552892
    Abstract: Difluoroethenylcyclopropanecarboxylates of the formula ##STR1## in which R is a selected biphenylmethyl, bridged biphenylmethyl or 4-phenyl-2-indanyl group, having a high level of activity against acarids are disclosed.
    Type: Grant
    Filed: April 25, 1985
    Date of Patent: November 12, 1985
    Assignee: FMC Corporation
    Inventors: Ernest L. Plummer, John F. Engel, Richard B. Phillips
  • Patent number: 4536591
    Abstract: [1,1'-Biphenyl]-3-ylmethyl pyrethroid esters, as well as processes, uses, and intermediates thereto, are disclosed. The [1,1'-biphenyl]-3-ylmethyl pyrethroid esters control a broad spectrum of insects as well as acarids.
    Type: Grant
    Filed: February 7, 1983
    Date of Patent: August 20, 1985
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4528408
    Abstract: Disclosed are novel compounds of the formula ##STR1## in which R.sup.1 is hydrogen or methyl; R.sup.2 is phenyl or phenylmethyl either of which is optionally ring substituted with lower alkyl or halogen; R is hydrogen, a tetramethylcyclopropanecarbonyl group, a 1-(substitutedphenyl)-2-methylpropylcarbonyl group, a 1-(4-ethoxyphenyl)-2,2-dichlorocyclopropanecarbonyl group, or a substitutedvinylcyclopropanecarbonyl group; and, with respect to the indanyl substituents, the 1,3-trans isomer is present in an isomeric excess over the corresponding 1,3-cis isomer. The compounds wherein R is other than hydrogen are insecticides, and the compounds wherein R is hydrogen are insecticide intermediates.
    Type: Grant
    Filed: October 16, 1984
    Date of Patent: July 9, 1985
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4507317
    Abstract: 2,2'-Bridged[1,1'-biphenyl]-3-ylmethyl carboxylates and insecticidal compositions containing these esters are useful for the control of a broad range of insects and acarids. Certain 3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropyl and 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropyl esters are particularly effective against acarids.
    Type: Grant
    Filed: April 13, 1984
    Date of Patent: March 26, 1985
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer