Patents by Inventor Arnold D. Gutman

Arnold D. Gutman 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: 4582906
    Abstract: Herbicidally active thiolcarbamates are employed in combination with certain 4-phenyl-1,2,3-thiadiazoles having the formula ##STR1## in which R.sup.4 is selected from the group consisting of trifluoromethyl and ##STR2## in which R.sup.5 is selected from the group consisting of C.sub.1 -C.sub.3 alkyl, phenyl, and phenyl substituted with one or more members selected from the group consisting of halogen and trifluoromethyl. In a typical application, the 4-phenyl-1,2,3-thiadiazole is included in sufficient quantity to lessen the rate of soil degradation of the thiolcarbamate. As a result, the herbicidal effectiveness of the thiolcarbamate is enhanced and prolonged, rendering a single application of the herbicide effective over a longer period of time.
    Type: Grant
    Filed: December 4, 1984
    Date of Patent: April 15, 1986
    Assignee: Stauffer Chemical Company
    Inventors: Joanna K. Hsu, Arnold D. Gutman
  • Patent number: 4540429
    Abstract: Herbicidally active thiolcarbamates are employed in combination with certain 4-phenyl-1,2,3-thiadiazoles having the formula ##STR1## in which R.sup.4 is selected from the group consisting of trifluoromethyl and ##STR2## in which R.sup.5 is selected from the group consisting of C.sub.1 -C.sub.3 alkyl, phenyl, and phenyl substituted with one or more members selected from the group consisting of halogen and trifluoromethyl. In a typical application, the 4-phenyl-1,2,3-thiadiazole is included in sufficient quantity to lessen the rate of soil degradation of the thiolcarbamate. As a result, the herbicidal effectiveness of the thiolcarbamate is enhanced and prolonged, rendering a single application of the herbicide effective over a longer period of time.
    Type: Grant
    Filed: June 1, 1982
    Date of Patent: September 10, 1985
    Assignee: Stauffer Chemical Company
    Inventors: Joanna K. Hsu, Arnold D. Gutman
  • Patent number: 4441916
    Abstract: Herbicide antidote compounds and herbicidal compositions according consisting of an active herbicide compound and an antidote therefore and the methods of use of the antidote compound and compositions wherein the antidote compounds correspond to the formula ##STR1## in which R.sub.1 is haloalkyl, R.sub.2 is selected from haloalkyl and phenyl.
    Type: Grant
    Filed: October 19, 1981
    Date of Patent: April 10, 1984
    Assignee: Stauffer Chemical Company
    Inventors: Don R. Baker, Arnold D. Gutman
  • Patent number: 4425271
    Abstract: Compounds having the structural formula ##STR1## wherein R is alkyl, cycloalkyl, haloalkyl, alkenyl, alkylthio, alkoxy, --NH-alkyl, ##STR2## phenyl or monohalophenyl; and X is hydrogen; alkyl; monohalo; dihalo or nitro and intermediate compounds having the structural formula ##STR3## wherein X' is defined as above excluding hydrogen, both of which compounds are useful as herbicides.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: January 10, 1984
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4414019
    Abstract: Herbicide antidote compounds and herbicidal compositions consisting of an active thiolcarbamate herbicide compound and an antidote therefore and the methods of use of the antidote compound and compositions wherein the antidote compounds correspond to the formula ##STR1## wherein R is hydrogen or lower alkyl having 1-3 carbon atoms, and x is 0 or 1.
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: November 8, 1983
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4388249
    Abstract: Compounds having the formula ##STR1## in which R is lower alkyl; X is halogen or lower alkyl; m is 1 or 2; and n is 0, 1, 2 or 3, are effective biocides or biostats for protection of plastic or polymeric materials against attack by microorganisms, and for controlling or inhibiting the growth of algae.
    Type: Grant
    Filed: February 26, 1982
    Date of Patent: June 14, 1983
    Assignee: Stauffer Chemical Company
    Inventors: Arnold D. Gutman, John W. Williams
  • Patent number: 4331681
    Abstract: Algae are controlled or inhibited by application of an algicidally effective amount of the compound 3-(4-tolylsulfonyl)acrylonitrile.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: May 25, 1982
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4331480
    Abstract: Compounds having the formula ##STR1## in which R is lower alkyl; X is halogen or lower alkyl; m is 1 or 2; and n is 0, 1, 2 or 3, are effective biocides or biostats for protection of plastic or polymeric materials against attack by microorganisms, and for controlling or inhibiting the growth of algae.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: May 25, 1982
    Assignee: Stauffer Chemical Company
    Inventors: Arnold D. Gutman, John W. Williams
  • Patent number: 4327218
    Abstract: New compounds having the formula ##STR1## in which n is 0 or 1; X is halogen, C.sub.1 -C.sub.3 alkyl, trifluoromethyl or carboethoxy; Y and Z are independently hydrogen, lower alkyl, halo-lower alkyl, thio(halo-lower alkyl), lower alkoxy, nitro, cyano or halogen; provided that:if X is carboethoxy, Z in halogen and Y is hydrogen or halogen; andif Y and Z are both halogen, X is halogen, trifluoromethyl or carboethoxy.These compounds have been found to exhibit herbicidal properties.
    Type: Grant
    Filed: November 28, 1980
    Date of Patent: April 27, 1982
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4279638
    Abstract: Compounds having the formula ##STR1## in which R is selected from the group consisting of 1-4 carbon alkyl and 1-4 carbon haloalky; andR.sub.1 is selected from the group consisting of 1-4 carbon haloalkyl and halo-substituted phenyl have utility as herbicidal antidotes.
    Type: Grant
    Filed: August 13, 1979
    Date of Patent: July 21, 1981
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4270947
    Abstract: Compounds having the structural formula ##STR1## wherein R is alkyl, cycloalkyl, haloalkyl, alkenyl, alkylthio, alkoxy, --NH--alkyl, ##STR2## phenyl or monohalophenyl; and X is hydrogen; alkyl; monohalo; dihalo or nitro and intermediate compounds having the structural formula ##STR3## wherein X' is defined as above excluding hydrogen, both of which compounds are useful as herbicides.
    Type: Grant
    Filed: July 2, 1979
    Date of Patent: June 2, 1981
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4270946
    Abstract: New compounds having the formula ##STR1## in which n is 0 or 1; X is halogen, C.sub.1 -C.sub.3 alkyl, trifluoromethyl or carboethoxy; Y and Z are independently hydrogen, lower alkyl, halo-lower alkyl, thio(halo-lower alkyl), lower alkoxy, nitro, cyano or halogen; provided that:if X is carboethoxy, Z is halogen and Y is hydrogen or halogen; andif Y and Z are both halogen, X is halogen, trifluoromethyl or carboethoxy.These compounds have been found to exhibit herbicidal properties.
    Type: Grant
    Filed: October 1, 1979
    Date of Patent: June 2, 1981
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4251263
    Abstract: This invention relates to novel herbicidal compounds having the formula ##STR1## in which X is chloro, bromo, trifluoromethyl, methyl or ethyl; R.sub.1 is hydrogen or C.sub.3 -C.sub.5 alkenyl; and R.sub.2 is (a) C.sub.3 -C.sub.5 alkenyl if R.sub.1 is C.sub.3 -C.sub.5 alkenyl; (b) C.sub.3 -C.sub.5 alkyl, C.sub.3 -C.sub.5 alkenyl or C.sub.3 -C.sub.6 alkynyl if X is chloro, methyl, ethyl or trifluoromethyl and R.sub.1 is hydrogen; and (c) C.sub.1 -C.sub.5 alkyl, C.sub.3 -C.sub.5 alkenyl or C.sub.3 -C.sub.6 alkynyl if X is bromo and R.sub.1 is hydrogen.These compounds have been found to exhibit herbicidal properties.
    Type: Grant
    Filed: September 4, 1979
    Date of Patent: February 17, 1981
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4234593
    Abstract: 3-(N-Alkylcarbamyl)-5-(carboalkoxy)-1,3,4-oxadiazole-2-thione compound having the structural formula ##STR1## wherein R is alkyl having 1 to 4 carbon atoms and R.sup.1 is alkyl having 1 to 4 carbon atoms, and their use as anti-inflammatory agents.
    Type: Grant
    Filed: March 20, 1979
    Date of Patent: November 18, 1980
    Assignee: Stauffer Chemical Company
    Inventors: Jack R. DeBaun, Ferenc M. Pallos, Arnold D. Gutman
  • Patent number: 4219547
    Abstract: Insecticidally active compounds are described herein, which are defined by the following generic formula ##STR1## wherein X is oxygen or sulfur;R is lower alkyl or lower alkoxy;R.sub.1 is hydrogen or lower alkyl;R.sub.2 is selected from the group consisting of lower alkoxy, NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2, ##STR2## R.sub.3 is selected from the group consisting of methyl, methoxy, SCH.sub.3, NO.sub.2, and ##STR3## R.sub.4 is selected from the group consisting of hydrogen, chlorine, and methyl; andR.sub.5 is hydrogen or chlorine.
    Type: Grant
    Filed: March 18, 1976
    Date of Patent: August 26, 1980
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4179523
    Abstract: Compounds of the formula ##STR1## where R is hydrogen or chlorine and R.sup.1 is methyl, allyl, dichlorobenzyl, or 1,1-dichloroallyl, and the use of the compounds to control bacteria, fungi or algae.
    Type: Grant
    Filed: June 5, 1978
    Date of Patent: December 18, 1979
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4176121
    Abstract: Compounds having the formula ##STR1## in which R is phenyl, phenylthio, phenoxy, or lower aklylthio; R.sub.1 is lower alkoxy; R.sub.2 is lower alkyl or lower alkoxy; R.sub.3 is lower alkyl; and X is sulfur or oxygen. The compounds have utility as insecticides and miticides.The compounds can be prepared through novel intermediates having the formula ##STR2## by a novel process of reacting a methyl ketone oxime with a haloacetyl chloride in the absence of an acid acceptor.
    Type: Grant
    Filed: October 25, 1978
    Date of Patent: November 27, 1979
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4137308
    Abstract: Compounds having the formula ##STR1## in which R is phenyl, phenylthio, phenoxy, or lower alkylthio; R.sub.1 is lower alkoxy; R.sub.2 is lower alkyl or lower alkoxy; R.sub.3 is lower alkyl; and X is sulfur or oxygen. The compounds have utility as insecticides and miticides. The compounds can be prepared through novel intermediates having the formula ##STR2## BY A NOVEL PROCESS OF REACTING A METHYL KETONE OXIME WITH A HALOACETYL CHLORIDE IN THE ABSENCE OF AN ACID ACCEPTOR.
    Type: Grant
    Filed: November 11, 1977
    Date of Patent: January 30, 1979
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4134985
    Abstract: Compounds of the formula ##STR1## in which R is methyl or chlorine and R.sup.1 is alkyl having 1 to 4 carbon atoms which are useful as insecticides and acaricides.
    Type: Grant
    Filed: May 13, 1977
    Date of Patent: January 16, 1979
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4124637
    Abstract: Compounds of the formula ##STR1## where R is hydrogen or chlorine and R.sup.1 is methyl, allyl, dichlorobenzyl, or 1,1-dichloroallyl, and the use of the compounds to control bacteria, fungi or algae.
    Type: Grant
    Filed: October 2, 1969
    Date of Patent: November 7, 1978
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman