Patents Examined by Daniel E. Wyman
  • Patent number: 4100195
    Abstract: Diphenylamine is made by heating aniline under pressure and temperatures of 250.degree.-400.degree. C in the presence of a boron/fluorine compound and water.
    Type: Grant
    Filed: August 8, 1977
    Date of Patent: July 11, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Michael Fischler, Dieter Bauer, Hein Quast
  • Patent number: 4100194
    Abstract: N-(alkadienyl)amines are produced at a rapid rate and in high yield by the reaction of conjugated dienes with ammonia and amines in a hydroxylic solvent using a catalyst system comprising a palladium compound co-catalyzed with a phosphonite ligand.
    Type: Grant
    Filed: December 6, 1976
    Date of Patent: July 11, 1978
    Assignee: Monsanto Company
    Inventors: Charles F. Hobbs, Dudley E. McMackins
  • Patent number: 4100191
    Abstract: Novel 4-(m,m'-di-t-butyl-p-hydroxyphenyl)-butyl-2 diamides of aliphatic, araliphatic, cycloaliphatic or aromatic dicarboxylic acids which are intermediates in the manufacture of dyes, pesticides and plastics auxiliaries, particularly stabilizers for polyolefins and polyamides. When molten, they form specific solvents for alkylphenols and are perfumes or form ingredients of perfume compositions having a fruity odor.
    Type: Grant
    Filed: November 18, 1976
    Date of Patent: July 11, 1978
    Assignee: BASF Aktiengesellschaft
    Inventors: Roman Fischer, Werner Fliege, Wolfgang Koernig, Peter Horn
  • Patent number: 4100187
    Abstract: Adducts are formed in a process which involves the reaction of an olefin, including olefin polymers, with a dimeric thionophosphine sulfide. Further derivatives may be formed by reacting the resulting olefin-thionophosphine sulfide adduct products with amines, e.g., alkylene polyamines, aziridines, phosphines or metal salts, e.g., zinc salts. Or, alkylene polyamine- or aziridine- treated olefin-thionophosphine sulfide reaction products may be further reacted with metal salts, e.g., zinc acetate. A representative material can be prepared by reacting polyisobutylene with an arylthionophosphine sulfide, and then further reacting the resulting cyclic bis(phosphinodithioic acid) anhydride product with an alkylene polyamine or aziridine, which in turn, may be further modified by reaction with zinc acetate.The oil soluble olefin-thionophosphine sulfide products, as well as its oil soluble derivatives outlined above, may be used as additives for lubricating oil, and petroleum fuels, e.g., gasoline or fuel oil.
    Type: Grant
    Filed: October 14, 1975
    Date of Patent: July 11, 1978
    Assignee: Exxon Research & Engineering Co.
    Inventor: Stanley J. Brois
  • Patent number: 4098708
    Abstract: Esters of alkyl-substituted hydroxyaromatic carboxylic acids (especially alkyl-substituted salicylic acids) and the like, in which the alkyl substituent contains at least about 10 carbon atoms, are useful as dispersant additives for lubricants and fuels. Particularly useful are esters in which the substituent is derived from propylene, 1-butene or isobutene and has a molecular weight of about 150-1750, and in which the alkyl moiety is derived from pentaerythritol. Such esters are preferably prepared by the reaction of the corresponding organic hydroxy compound with a vic-hydroxyalkyl ester of the salicylic acid.
    Type: Grant
    Filed: June 16, 1975
    Date of Patent: July 4, 1978
    Assignee: The Lubrizol Corporation
    Inventor: Carl Walter Stuebe
  • Patent number: 4098585
    Abstract: An amine-alkenylsuccinic acid or anhydride reaction product in which the alkenyl radical has a moleculer weight ranging from about 250 to 3000, and a motor fuel composition containing said amine-alkenylsuccinic acid or anhydride are provided.
    Type: Grant
    Filed: June 7, 1976
    Date of Patent: July 4, 1978
    Assignee: Texaco Inc.
    Inventors: Paul F. Vartanian, Joseph B. Biasotti
  • Patent number: 4098805
    Abstract: The present invention relates in part to novel amido, cycloamido, carbonylamido and sulfonylamido derivatives and p-substituted phenyl esters of 9-deoxy-9-methylene-PGF-type compounds. These novel amides produce surprisingly prolonged oral activity as pharmacological agents, as compared to the previously known 9-deoxy-9-methylene-PGF-type compounds.Further, the novel p-substituted phenyl esters provide more stable pharmaceutical formulations as compared to known 9-deoxy-9-methylene-PGF-type esters.Additionally, a novel series of 16-phenyl-9-deoxy-9-methylene-PGF-type compounds in free acid, ester, C-1 alcohol, and C-1 amine form is provided. Such compounds exhibit characteristic prostaglandin-type pharmacological actions.
    Type: Grant
    Filed: April 11, 1977
    Date of Patent: July 4, 1978
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4098806
    Abstract: The present invention relates to the process of preparing perfluoro functional compounds from a perfluorohalogenoalkane having the general formula:R.sub.F Xwherein R.sub.F is a saturated, unsaturated, straight, or branched chain perfluoroalkyl radical containing 2 to 12 carbon atoms, and X is selected from chlorine, bromine, or iodine, comprising reacting said perfluorohalogenoalkane with a functionalizing reagent in the presence of a metallic couple dispersed in a sulfoxide-type solvent, said metallic couple having the general formula:M.sub.1 /M.sub.2wherein M.sub.1 is metal selected from Group IB, IIA, IIB, or IIIA of the Periodic Table and M.sub.2 is a metal having an electrochemical potential such that it can be deposited on metal M.sub.1.
    Type: Grant
    Filed: February 25, 1977
    Date of Patent: July 4, 1978
    Assignee: Produits Chimiques Ugine Kuhlmann
    Inventors: Auguste Commeyras, Hubert Blancou, Patrice Moreau
  • Patent number: 4097475
    Abstract: Azo dyes free of water solubilizing groups having the formula ##STR1## WHEREIN R.sub.1 is C.sub.1-4 alkyl, --CH.sub.2 --CH.dbd.CH.sub.2, ##STR2## --(CH.sub.2).sub.n R.sub.8, C.sub.1-4 alkyleneCN, C.sub.2 H.sub.4 OR.sub.7, --CH.sub.2 --CH.dbd.CH--R.sub.8, --C.sub.2 H.sub.4 CONH.sub.2, --C.sub.2 H.sub.4 CONHC.sub.1-4 alkyl, --C.sub.2 H.sub.4 CON(C.sub.1-4 alkyl).sub.2 and --C.sub.2 H.sub.4 CO.sub.2 C.sub.1-4 alkyl; A is a coupling component selected from: a 5- or 6-membered heterocycle consisting of 5-aminopyrazole, 5-pyrazolone, barbituric acid, 6-hydroxypyrid-2-one, 4-hydroxycoumarin and 1,2-dialkylindole; a 1- or 2-naphthol group and an aromatic amine of the formula ##STR3## W is 1,4-naphthylene or ##STR4## R.sub.2 is H, F, Cl, C.sub.1-4 alkyl, OC.sub.1-4 alkyl; R.sub.3 is cyclohexyl or C.sub.1-14 alkylene-R.sub.9 ; R.sub.2 and R.sub.3 together with the nitrogen atom optionally form a 6-membered ring optionally substituted with --OH, OC.sub.2 H.sub.4 CN or OCOC.sub.1-5 alkyl; R.sub.4 is H, ##STR5## R.sub.
    Type: Grant
    Filed: April 3, 1974
    Date of Patent: June 27, 1978
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Daniel Shaw James
  • Patent number: 4097668
    Abstract: The invention provides 2-?(p-methoxy-benzoyl)-hydrazono-formyl!-quinoxaline-1,4-dioxide.This compound is indicated for use as a potent antibacterial agent having a low toxicity.
    Type: Grant
    Filed: March 9, 1977
    Date of Patent: June 27, 1978
    Assignee: Egyt Gyogyszervegyeszeti Gyar
    Inventors: Pal Benko, Ildiko Simonek, Laszlo Pallos, Jeno Kovacs, Karoly Magyar
  • Patent number: 4096186
    Abstract: A process for racemizing optically active amino compounds, which comprises contacting an optically active compound of the general formula ##STR1## wherein R.sub.1 is an alkyl, cycloalkyl, substituted or unsubstituted phenyl, or non-aromatic heterocyclic group, and R.sub.2 is a hydrogen atom or an alkyl or substituted or unsubstituted phenyl group,With ammonia and hydrogen in the presence of a hydrogenation catalyst.
    Type: Grant
    Filed: June 27, 1975
    Date of Patent: June 20, 1978
    Assignee: Teijin Limited
    Inventors: Yataro Ichikawa, Koji Nakagawa, Eishin Yoshisato
  • Patent number: 4096185
    Abstract: p-Aminobenzotrifluoride is prepared by aminating p-chlorobenzotrifluoride in an essentially nonaqueous solvent in the presence of a catalyst system comprising a copper compound and a selected salt compound. Exemplary is the reaction of p-chlorobenzotrifluoride with ammonia in the presence of cuprous chloride and potassium fluoride to yield p-aminobenzotrifluoride.
    Type: Grant
    Filed: February 23, 1977
    Date of Patent: June 20, 1978
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Linda P. Seiwell
  • Patent number: 4094904
    Abstract: The invention is directed to a process for the racemization of optically active phenyl glycine amide with or without a substituted phenyl group by heating the opticaly active phenyl glycine amide in a solvent in the presence of a ketone and of an acid having a dissociation constant below 1.8 .times. 10.sup.-4.BACKGROUND OF THE INVENTIONThe resolution of a mixture of D- and L-phenyl glycine amide by means of an optically active acid is described in my co-pending U.S. patent applications Ser. No. 623,928, filed Oct. 20, 1975, and now U.S. Pat. No. 4,036,852 and Ser. No. 733,851, filed Oct. 19, 1976. An improved process for the resolution of a mixture of D- and L-phenyl glycine amide by means of an optically active acid is described in my co-pending U.S. patent application Ser. No. 748,399 filed concurrently herewith. The entire specification and claims of each of these three patent applications is incorporated by reference in the present specification.
    Type: Grant
    Filed: December 8, 1976
    Date of Patent: June 13, 1978
    Assignee: Stamicarbon, B.V.
    Inventor: Wilhelmus H. J. Boesten
  • Patent number: 4093742
    Abstract: Novel polyhaloisopropyl-substituted arylureas having potent antihypertensive properties are disclosed herein.
    Type: Grant
    Filed: May 4, 1976
    Date of Patent: June 6, 1978
    Assignee: Schering Corporation
    Inventor: Bernard R. Neustadt
  • Patent number: 4093653
    Abstract: The invention is directed to a process for the separation of L-phenyl glycine amide from D-phenyl glycine amide by resolving a mixture containing the two optically active antipodes with an optically active acid, and racemizing the undesired antipode in the presence of a ketone and the optically active acid.
    Type: Grant
    Filed: December 8, 1976
    Date of Patent: June 6, 1978
    Assignee: Stamicarbon, B.V.
    Inventor: Wilhelmus H. J. Boesten
  • Patent number: 4092126
    Abstract: The prevention or substantial reversal of octane requirement increase in a spark-ignited, internal combustion engine is achieved by introducing, with the combustion intake charge, a fuel and/or lubricant composition containing an octane requirement increase-inhibiting amount of a high surface area, solid acid catalyst having an average particle size in the range of about 0.01 to 10 microns and an average non-volatile surface acidity of about 1 or less, expressed as pKa value, said solid acid catalyst being essentially nonreactive with the fuel or lubricant prior to combustion and chemically and thermally stable under combustion conditions in the engine.
    Type: Grant
    Filed: September 19, 1975
    Date of Patent: May 30, 1978
    Assignee: Shell Oil Company
    Inventors: Anthony R. Gatti, James S. Hokanson, Kenzie Nozaki
  • Patent number: 4092127
    Abstract: The combination of an oil-soluble borated acylated nitrogen compound (e.g., borated polybutenylsuccinic anhydride reacted with polyamine) and solvent oil is usefully added to gasoline fuel for combustion in a spark ignition internal combustion engine exhibiting dieseling (also known as after-run or run-on) whereby said combustion results in alleviation of said dieseling.
    Type: Grant
    Filed: December 20, 1976
    Date of Patent: May 30, 1978
    Assignee: Exxon Research & Engineering Co.
    Inventors: Jack Ryer, Martin F. Dooley
  • Patent number: 4090946
    Abstract: The method of stabilizing mineral oil and its refinery products by addition thereto of a small stabilizing amount of alternating copolymers of the type. . . A -- B -- A -- B -- A . . .in which A denotes the structural unit of the general formula--C(R.sup.1)(R.sup.2) - CH.sub.2 --where R.sup.1 denotes hydrogen or alkyl of from 1 to 8 carbon atoms and R.sup.2 has the meanings stated for R.sup.1 or denotes a phenyl group, and in which B stands for structural units of the general formulae ##STR1## where R.sup.3 denotes a saturated hydrocarbon radical of from 8 to 20 carbon atoms and R.sup.4 denotes hydrogen or alkyl of from 8 to 20 carbon atoms.
    Type: Grant
    Filed: June 30, 1976
    Date of Patent: May 23, 1978
    Assignee: BASF Aktiengesellschaft
    Inventors: Guenther Nottes, Klaus Bronstert, Peter Klaerner
  • Patent number: 4090864
    Abstract: Novel compounds are disclosed having the formula ##STR1## in which X and Y may be independently selected from the group consisting of hydrogen, chlorine, CH.sub.3 and CF.sub.3, which are useful as herbicides.
    Type: Grant
    Filed: May 31, 1977
    Date of Patent: May 23, 1978
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: 4091019
    Abstract: A process for the production of unsaturated primary amines which comprises reacting, in the substantial absence of molecular oxygen, an amine having the formula (R.sub.1 HC=CR.sub.2 CH.sub.2)m N H (3-m), wherein m is 2 or 3 and R.sub.1 and R.sub.2 are hydrogen or C.sub.1 - C.sub.3 alkyl groups, with ammonia in the presence of a catalyst comprising palladium or platinum atoms bearing phosphorus-containing ligands, the reaction being carried out at a temperature of from 0.degree. to 250.degree. C in the presence of a solvent for the amine and the catalyst.
    Type: Grant
    Filed: April 27, 1976
    Date of Patent: May 23, 1978
    Assignee: Monsanto Company
    Inventors: Robert A. Keppel, John S. McConaghy, Jr.