Patents Represented by Attorney M. Henry Heines
  • Patent number: 4222969
    Abstract: A composition of matter comprising di-n-butylmagnesium and dimethylmagnesium, to the exclusion of dialkylmagnesium compounds containing alkyl groups other than n-butyl or methyl, with an n-butyl:methyl alkyl group ratio of about 0.2:1 to about 5:1 which is soluble in aliphatic, cycloaliphatic, and aromatic hydrocarbon solvents is disclosed. The composition is prepared in the substantial absence of oxygen and moisture by the simultaneous or consecutive reactions of methyl and n-butyl halides with metallic magnesium in the presence of the hydrocarbon solvent, followed by separation of the insoluble magnesium chloride and any unreacted magnesium metal from the resulting solution.
    Type: Grant
    Filed: April 5, 1979
    Date of Patent: September 16, 1980
    Assignee: Texas Alkyls, Inc.
    Inventors: Loyd W. Fannin, Dennis B. Malpass
  • Patent number: 4223070
    Abstract: Open-ended pores of a porous granule are filled with a liquid material which is at least partially immiscible with water, and sealed with a porous polyurea membrane which limits the release rate of the material into the surrounding medium. The membrane is formed by(a) applying to the bare granule an organic solution comprising the liquid material and an organic polyisocyanate, followed by(b) applying to the granule an aqueous solution comprising water and a catalytic amount of a catalyst selected from the group consisting of a basic organic tertiary amine and an alkyl tin carboxylate.
    Type: Grant
    Filed: May 4, 1978
    Date of Patent: September 16, 1980
    Assignee: Stauffer Chemical Company
    Inventors: Alice U. Hahn, Richard H. Rider, Herbert B. Scher, Garrard L. Hargrove
  • 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: 4207207
    Abstract: A composition of matter is disclosed comprising dimethylmagnesium, di-n-propylmagnesium and optionally diethylmagnesium. The composition is soluble in aliphatic, cycloaliphatic, and aromatic hydrocarbon solvents without the aid of solubilizing agents. The composition is prepared in the substantial absence of oxygen and moisture by the simultaneous or consecutive reactions of methyl, ethyl, and n-propyl halides with metallic magnesium in the presence of the hydrocarbon solvent, followed by separation of the insoluble magnesium halide and any unreacted magnesium metal from the resulting solution.
    Type: Grant
    Filed: January 17, 1979
    Date of Patent: June 10, 1980
    Assignee: Texas Alkyls, Inc.
    Inventors: Ramiro Sanchez, Loyd W. Fannin, Dennis B. Malpass
  • Patent number: 4206141
    Abstract: An improved process for the di-substitution of cyanamide is disclosed which comprises reacting a compound having the formulaR.sup.1 Xin which R.sup.1 is a member selected from the group consisting of C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.7 -C.sub.10 phenylalkyl, and C.sub.7 -C.sub.10 halophenylalkyl, and X is halogen, with cyanamide in the presence of an aqueous solution of an alkali metal or alkaline earth metal hydroxide and a catalytic amount of a catalyst having the formula(R.sup.2 R.sup.3 R.sup.4 R.sup.5 M).sup.+ Y.sup.-in which R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are independently C.sub.1 -C.sub.25 alkyl, M is selected from the group consisting of nitrogen, phosphorus, and arsenic, and Y is halogen.
    Type: Grant
    Filed: December 15, 1978
    Date of Patent: June 3, 1980
    Assignee: Stauffer Chemical Company
    Inventor: Alexander Mihailovski
  • Patent number: 4194514
    Abstract: Radioactive lead and polonium can be removed from tobacco by treating uncured tobacco leaves with a dilute acid solution. The solution can also contain hydrogen peroxide and/or a wetting agent.
    Type: Grant
    Filed: September 27, 1976
    Date of Patent: March 25, 1980
    Assignee: Stauffer Chemical Company
    Inventor: Ramsey G. Campbell
  • Patent number: 4191552
    Abstract: Novel amine salts of substituted N-phosphonomethylureas are disclosed herein, having the formula ##STR1## in which R, R', and R" are independently C.sub.1 -C.sub.4 alkyl;a is 1 or 2 and b is 2 or 3, such that the sum of a and b is 4; andc is 1 or 2 and d is 0 or 1, such that the sum of c and d is 2.The compounds are useful in regulating the natural growth or development of plants.
    Type: Grant
    Filed: February 2, 1979
    Date of Patent: March 4, 1980
    Assignee: Stauffer Chemical Company
    Inventors: George B. Large, Lawrence Buren
  • Patent number: 4165976
    Abstract: Synergistic herbicidal activity is displayed by compositions comprising the following two components:(a) an anilide of the formula ##STR1## in which R is a member selected from the group consisting of C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.4 alkenyl, and C.sub.3 -C.sub.5 cycloalkyl; and(b) a thiocarbamate of the formula ##STR2## in which R.sup.1 and R.sup.2 are independently C.sub.1 -C.sub.4 alkyl, or R.sup.1 and R.sup.2 conjointly form C.sub.2 -C.sub.7 alkylene; and R.sup.3 is C.sub.1 -C.sub.4 alkyl, in a weight ratio of anilide to thiocarbamate of 0.001-50:1.
    Type: Grant
    Filed: April 21, 1978
    Date of Patent: August 28, 1979
    Assignee: Stauffer Chemical Company
    Inventor: David L. King
  • Patent number: 4160659
    Abstract: Synergistic herbicidal activity is displayed by compositions comprising the following two components:(1) 1-allyl-3-chloro-4-chloromethyl-2-pyrrolidone, and(2) 2-ethoxy-2,3-dihydro-3,3-dimethyl-5-benzofuranyl methanesulfonate.
    Type: Grant
    Filed: March 27, 1978
    Date of Patent: July 10, 1979
    Assignee: Stauffer Chemical Company
    Inventors: James E. Rodebush, Gerald H. Thiele
  • Patent number: 4152372
    Abstract: Compounds which are useful as insecticide activators are described herein. The compounds are defined by the following formula: ##STR1## wherein R is selected from the group consisting of lower alkoxy, dimethyl, trimethyl, halogen, dihalogen, trifluoromethyl, acetyl, acetamido, carbomethoxy, carbethoxy, methylenedioxy and ##STR2## and R' is methyl or ethyl.
    Type: Grant
    Filed: April 18, 1978
    Date of Patent: May 1, 1979
    Assignee: Stauffer Chemical Company
    Inventors: George B. Large, Leland S. Pitt
  • Patent number: 4147715
    Abstract: Thiocarbamates are prepared by a process comprising reacting an aqueous solution of a thiocarbamate salt with an organic halide in the presence of a catalytic amount of a quaternary ammonium salt having the formula(R.sup.4 R.sup.5 R.sup.6 R.sup.7 N).sup.+ Y.sup.-in which R.sup.4 and R.sup.5 are independently selected from the group consisting of C.sub.1 -C.sub.25 alkyl and C.sub.2 -C.sub.25 alkenyl, R.sup.6 and R.sup.7 are independently selected from the group consisting of C.sub.6 -C.sub.25 alkyl and C.sub.6 -C.sub.25 alkenyl, and Y.sup.- is an anion selected from the group consisting of chloride and bromide; and separating the thiocarbamate from the aqueous solution.
    Type: Grant
    Filed: March 23, 1978
    Date of Patent: April 3, 1979
    Assignee: Stauffer Chemical Company
    Inventors: Harry Tilles, Paul E. Hoch
  • Patent number: 4146387
    Abstract: Synergistic herbicidal activity is displayed by compositions comprising the following two components:(1) an amide of the formula ##STR1## in which R.sup.1 is substituted phenyl, with one to three substituents independently selected from the group consisting of chlorine, bromine, iodine, or C.sub.1 -C.sub.4 alkyl,R.sup.2, r.sup.3, and R.sup.4 are independently C.sub.1 -C.sub.4 alkyl, and,R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl,And(2) a haloacetanilide of the formula ##STR2## in which R.sup.6 and R.sup.7 are independently selected from the group consisting of hydrogen and C.sub.1 -C.sub.6 alkyl,R.sup.8 is a member selected from the group consisting of C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, -R.sup.9 -O-R.sup.10, and ##STR3## in which R.sup.9 is C.sub.1 -C.sub.8 alkylene and R.sup.10 is C.sub.1 -C.sub.6 alkyl, andX is chlorine, bromine, or iodine.
    Type: Grant
    Filed: November 25, 1977
    Date of Patent: March 27, 1979
    Assignee: Stauffer Chemical Company
    Inventor: Gerald H. Thiele
  • Patent number: 4138495
    Abstract: Compounds having the formula ##STR1## in which R.sup.1 is C.sub.1 -C.sub.4 alkyl,R.sup.2 is selected from the group consisting of hydrogen and --CH.sub.2 X in which X is halogen, andR.sup.3 is selected from the group consisting of allyl and ##STR2## in which Y is selected from the group consisting of halogen and trifluoromethyl and their use as miticides are disclosed herein.
    Type: Grant
    Filed: May 19, 1978
    Date of Patent: February 6, 1979
    Assignee: Stauffer Chemical Company
    Inventor: Eugene G. Teach
  • Patent number: 4132713
    Abstract: A novel process is disclosed herein for the preparation of N-substituted halopyrrolidones of the formula ##STR1## in which X is selected from the group consisting of hydrogen, chlorine, and methyl;Y is selected from the group consisting of hydrogen, chlorine, and bromine;Z is selected from the group consisting of chlorine and bromine;R.sup.1 is selected from the group consisting of hydrogen and C.sub.1 -C.sub.4 alkyl; andR.sup.2 is selected from the group consisting of C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.4 -C.sub.8 cycloalkylalkyl, benzyl, chlorobenzyl, and ##STR2## in which R.sup.3 is selected from the group consisting og hydrogen, C.sub.1 -C.sub.4 alkyl, acetyl, chlorine, bromine, fluorine, iodine, trifluoromethyl, nitro, cyan, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: December 23, 1977
    Date of Patent: January 2, 1979
    Assignee: Stauffer Chemical Company
    Inventor: Michael D. Broadhurst
  • Patent number: 4127507
    Abstract: A composition of matter comprising di-n-butylmagnesium and diethylmagnesium with a n-butyl:ethyl alkyl group ratio of about 0.25:1 to about 4:1 which is soluble in aliphatic, cycloaliphatic, and aromatic hydrocarbon solvents is disclosed. The composition is prepared in the substantial absence of oxygen and moisture by the simultaneous or consecutive reactions of ethyl and n-butyl halides with metallic magnesium in the presence of the hydrocarbon solvent, followed by separation of the insoluble magnesium chloride and any unreacted magnesium metal from the resulting solution.
    Type: Grant
    Filed: June 29, 1977
    Date of Patent: November 28, 1978
    Assignee: Texas Alkyls, Inc.
    Inventors: Loyd W. Fannin, Dennis B. Malpass
  • Patent number: 4123526
    Abstract: Compounds which are useful as insecticide activators are described herein. The compounds are defined by the following formula: ##STR1## wherein R is selected from the group consisting of lower alkoxy, dimethyl, trimethyl, halogen, dihalogen, trifluoromethyl, acetyl, acetamido, carbomethoxy, carbethoxy, methylenedioxy and ##STR2## and R' is methyl or ethyl.
    Type: Grant
    Filed: December 24, 1975
    Date of Patent: October 31, 1978
    Assignee: Stauffer Chemical Company
    Inventors: George B. Large, Leland S. Pitt
  • Patent number: 4116677
    Abstract: Compounds defined by the generic formula ##STR1## wherein R is selected from the group consisting of trifluoromethyl, dimethyl, chloro, and dichloro,R.sup.1 is methyl or ethyl, andR.sup.2 is methyl or ethyl, exhibit herbicidal activity.
    Type: Grant
    Filed: November 14, 1977
    Date of Patent: September 26, 1978
    Assignee: Stauffer Chemical Company
    Inventors: Francis H. Walker, Don R. Baker
  • Patent number: 4117043
    Abstract: N-(beta-diorganodithiophosphorylethyl) aryl and alkyl sulfonamides are prepared by a process comprising reacting a compound having the formula R.sup.1 SO.sub.2 X with 2-aminoethyl hydrogen sulfate and an aqueous solution of M.sup.1 OH, and reacting the resulting product with a compound having the formula ##STR1## In the above description, R.sup.1 is selected from the group consisting of C.sub.1 -C.sub.10 alkyl, halo-substituted C.sub.1 -C.sub.10 alkyl, phenyl, halo-substituted phenyl, nitro-substituted phenyl, and naphthyl; R.sup.2 and R.sup.3 are independently selected from the group consisting of C.sub.1 -C.sub.10 alkyl and C.sub.1 -C.sub.10 alkoxy; X is selected from the group consisting of chloride, bromide, and iodide; and M.sup.1 and M.sup.2 are independently selected from the group consisting of lithium, sodium, potassium, ammonium, and tri-substituted ammonium wherein the substituents are independently C.sub.1 -C.sub.10 alkyl.
    Type: Grant
    Filed: September 26, 1977
    Date of Patent: September 26, 1978
    Assignee: Stauffer Chemical Company
    Inventors: Llewellyn W. Fancher, Jeffrey D. Robbins
  • Patent number: 4116992
    Abstract: A redistribution process for the simultaneous production of dimethylaluminum chloride and numerous alkylaluminum chlorides is described herein. The redistribution process is a chemical reaction which consists of first forming a mixture of methylaluminum dichloride and at least one alkylaluminum compound selected from the group consisting of an aluminum trialkyl, a dialkylaluminum chloride, and an alkylaluminum sesquichloride, where "alkyl" refers to a group containing 2 to 16 carbon atoms. The relative amounts of the mixture components are fixed such that the mixture has a chlorine-to-aluminum atomic ratio of 1.0 to 2.0. The mixture thus formed is next subjected to a fractional distillation, in which a first fraction is obtained, consisting of dimethylaluminum chloride, essentially free of trimethylaluminum, methylaluminum dichloride, and other impurities. The distillation residue consists essentially of alkylaluminum chlorides, which are valuable commercial materials.
    Type: Grant
    Filed: April 27, 1977
    Date of Patent: September 26, 1978
    Assignee: Texas Alkyls, Inc.
    Inventor: Scott H. Eidt
  • Patent number: 4117166
    Abstract: Miticidally active compounds defined by the generic formula ##STR1## wherein R is either methyl or ethyl, X is either chlorine or fluorine, and Y and Z are either methyl or hydrogen, are described herein.
    Type: Grant
    Filed: November 14, 1977
    Date of Patent: September 26, 1978
    Assignee: Stauffer Chemical Company
    Inventors: Don R. Baker, Francis H. Walker