Patents Examined by D. Horwitz
  • Patent number: 3962342
    Abstract: The .alpha.-bromo-substituted or unsubstituted-4-pivaloyl toluenes, e.g., .alpha.-bromo-4-pivaloyl toluene, are prepared by bromination of a corresponding p-pivaloyl toluene with liquid bromine at a temperature of at least 100.degree.C.
    Type: Grant
    Filed: March 24, 1975
    Date of Patent: June 8, 1976
    Assignee: Sandoz, Inc.
    Inventors: Jerome Linder, William J. Houlihan
  • Patent number: 3962356
    Abstract: 1,1-Di(p-substituted phenyl)-2,2-dichlorocyclopropanes, wherein the phenyl substituted are alkyl or alkoxy, as new compounds insecticides.
    Type: Grant
    Filed: August 15, 1974
    Date of Patent: June 8, 1976
    Assignee: Monsanto Chemicals Limited
    Inventor: George Holan
  • Patent number: 3962357
    Abstract: An improved continous single step vapor phase process for the preparation of substituted vinylbenzyl chloride from substituted ethyltoluene is disclosed. In this process a substituted ethyltoluene is reacted with a halogen gas in the vapor phase, at elevated temperatures via a continuous feed process. Furthermore, this process achieves halogenation followed by dehydrohalogenation in a single pass through the reactor. There is also obtained a very high total selectivity to vinylbenzyl chloride and its precursors via this continuous process.
    Type: Grant
    Filed: July 1, 1974
    Date of Patent: June 8, 1976
    Assignee: Rohm and Haas Company
    Inventors: Richard F. Merritt, Clark R. Carpenter
  • Patent number: 3960962
    Abstract: Aromatic hydroxy compounds (e.g., 2,6-dimethylphenol) are converted to the corresponding aromatic amine (e.g., 2,6-dimethylaniline) by reaction with ammonia at elevated temperatures in the presence of a cyclohexanone promoter and a catalyst comprising metallic palladium bonded to a phosphinated polystyrene resin.
    Type: Grant
    Filed: May 31, 1974
    Date of Patent: June 1, 1976
    Assignee: Ethyl Corporation
    Inventor: Ronald L. Shubkin
  • Patent number: 3960974
    Abstract: This invention concerns 2,3,5,6-dibenzobicyclo-[5.1.0]octanes which may be substituted at the 4-position by either halogen, ketonic oxygen or hydroxyl. These compounds are prepared from 5H-dibenzo[a,d]cyclohepten-5-one by reaction with ethyl trichloroacetate in the presence of sodium methoxide to give 8,8-dichloro-2,3,5,6-dibenzobicyclo[5.1.0]octan-4-one which is reduced to the corresponding 4-hydroxy compound. The resulting 4-hydroxy compound is dehalogenated and converted to the corresponding 4-chloro or 4-keto compound. The 4-substituted compounds are useful in preparing other compounds of our invention.4-Dialkylaminopropylidenedibenzobicyclo[5.1.0]-octane compounds and 4-dialkylaminopropyldibenzobicyclo[5.1.0]octane compounds, useful as antidepressant agents, are prepared from, respectively, dibenzobicyclo[5.1.0]-octan-4-one by reaction with a dialkylaminopropyl Grignard reagent followed by dehydration of the resulting carbinol or by reaction of a 4-halo-2,3,5,6-dibenzobicyclo[5.1.
    Type: Grant
    Filed: January 14, 1975
    Date of Patent: June 1, 1976
    Assignee: Merck & Co., Inc.
    Inventors: Edward L. Engelhardt, David C. Remy
  • Patent number: 3959400
    Abstract: A process is provided for dimerization of light olefins comprising from 2 to 4 carbon atoms which comprises contacting same at a weight hourly space velocity of from about 0.1 to about 10, a temperature of from about 32.degree.F to about 350.degree.F and a pressure of from about 200 psig to about 1000 psig with a catalyst of alumina having intimately combined therewith from about 2 to about 5 weight percent nickel and from about 1 to about 3 weight percent sulfur as a result of impregnation with nickel sulfate, said alumina being gamma, eta or a mixture thereof and said catalyst having been calcined at a temperature of from 750.degree.F to about 1150.degree.F in an inert oxygen-free, non-reducing atmosphere.
    Type: Grant
    Filed: December 23, 1974
    Date of Patent: May 25, 1976
    Assignee: Mobil Oil Corporation
    Inventor: Stanley J. Lucki
  • Patent number: 3959374
    Abstract: A process is described for the preparation of mixed isomeric methylene-bridged polycyclohexylpolyamines wherein a mixed isomeric methylene-bridged polyphenyl polyamine mixture having a functionality of from about 2.0 to about 3.3 is pretreated by contacting the mixture and hydrogen with a nickel-containing hydrogenation catalyst at a temperature of from about 25.degree.C. to about 250.degree.C. under a pressure of about 500 to about 15,000 psig. The pretreated isomeric polyamine is then hydrogenated in the presence of ammonia under conventional hydrogenation conditions employing a ruthenium-containing hydrogenation catalyst. The pretreatment step allows the utilization of mixed isomeric methylene-bridged polyphenyl polyamine feed mixtures for the production of isomeric methylene-bridged polycyclohexylpolyamines in high yields without attendant deactivation of the ruthenium hydrogenation catalyst heretofore observed. The process is particularly applicable to continuous operation.
    Type: Grant
    Filed: May 30, 1974
    Date of Patent: May 25, 1976
    Assignee: Jefferson Chemical Company, Inc.
    Inventors: Michael E. Brennan, Ernest L. Yeakey
  • Patent number: 3957875
    Abstract: A process is disclosed which comprises reacting trimethylamine with 2-[2-(N,N-dimethylamino)ethoxy]ethanol in the presence of nickel catalyst to produce bis[2-(N,N-dimethylamino)ethyl] ether.
    Type: Grant
    Filed: June 10, 1974
    Date of Patent: May 18, 1976
    Assignee: Union Carbide Corporation
    Inventors: John Lee Ferrell, Fedor Poppelsdorf
  • Patent number: 3957874
    Abstract: An improved process for the continuous production of N-alkylarylamines by reaction of arylamines with alkanols and/or dialkyl ethers in the gas phase at a temperature of from 180.degree. to 450.degree.C in the presence of carrier substances which contain an oxyacid of phosphorus. The improvement consists in using silicic acid having an internal surface area of from 50 to 500 square meters per gram and a content of from 0.1 to 20% by weight of phosphoric acid and in the continuous supply of phosphoric acid and/or an alkyl phosphate to the catalyst during the reaction. N-alkylarylamines are starting materials for the production of dyes, pesticides, plant protection agents and growth regulators. They are also suitable as additives to mineral oils or to coating compositions and other polymerized systems.
    Type: Grant
    Filed: July 10, 1974
    Date of Patent: May 18, 1976
    Assignee: BASF Aktiengesellschaft
    Inventors: Toni Dockner, Herbert Krug
  • Patent number: 3957893
    Abstract: The tendency for methyl chloroform to decompose in the presence of metals, particularly aluminum, is inhibited by a stabilizer mixture comprising an epoxide, a nitroalkane and either propylene glycol mono-methyl ether, dioxepane or a mixture thereof.
    Type: Grant
    Filed: March 28, 1974
    Date of Patent: May 18, 1976
    Assignee: Diamond Shamrock Corporation
    Inventors: Norman L. Beckers, Edward A. Rowe
  • Patent number: 3957900
    Abstract: Method for dehydrating diols into diolefins and/or olefin alcohols by contacting said diols under dehydration conditions with a catalyst prepared by forming an intimate mixture of finely divided solid particles of at least one pyrophosphate and at least one acid orthophosphate of at least one metal belonging to the group consisting of lithium, sodium, strontium, and barium into a formed mass which is thereafter calcined to transform the acid orthophosphate into pyrophosphate.
    Type: Grant
    Filed: January 21, 1975
    Date of Patent: May 18, 1976
    Assignee: Compagnie Francaise de Raffinage
    Inventors: Joseph Edouard Weisang, Georges Szabo, Jean Maurin
  • Patent number: 3956412
    Abstract: Liquid perfluoroalkyl iodides are added to halogenated gaseous olefins in the presence of free radical generating catalysts. The gaseous olefin is bubbled through liquid perfluoroalkyl iodide and catalyst at temperatures of 50.degree. to 220.degree.C, and pressures no higher than atmospheric.
    Type: Grant
    Filed: August 31, 1973
    Date of Patent: May 11, 1976
    Assignee: Ciba-Geigy Corporation
    Inventor: Martin Knell
  • Patent number: 3956411
    Abstract: Vinylidene chloride and vinylidene bromide are alkylated by reaction with alkylating agents such as selected olefins, tert-alkyl halides, and secondary or tertiary alcohols in a reaction medium comprising trifluoromethane-sulfonic acid. In specific embodiments, the reaction medium can additionally comprise water, methanol, and BF.sub.3.
    Type: Grant
    Filed: August 8, 1974
    Date of Patent: May 11, 1976
    Assignee: Phillips Petroleum Company
    Inventors: John E. Mahan, John R. Norell
  • Patent number: 3954893
    Abstract: Certain new halogenated cyclobutanes have been synthesized and found to possess utility as inhalation anesthetics. They are: 1,4-dichloro-1,2,2-trifluorocyclobutane, 1-chloro-1,2,2,4-tetrafluorocyclobutane, 1,4-dichloro-1,2,2,4-tetrafluorocyclobutane, 1-chloro-1,2,2,3,3-pentafluorocyclobutane, 1,2,2-trifluorocyclobutane, 1-chloro-2,3,3-trifluorocyclobutane, 1-chloro-2,4 4-trifluorocyclobutane, 1-bromo-1,2,2-trifluorocyclobutane, 1-bromo-2-methyl-1,4,4-trifluorocyclobutane and 1-bromo-2-chloro-1,4,4-trifluorocyclobutane.
    Type: Grant
    Filed: January 10, 1975
    Date of Patent: May 4, 1976
    Assignee: W. R. Grace & Co.
    Inventors: Gerald J. O'Neill, Robert S. Holdsworth, Charles W. Simons
  • Patent number: 3954875
    Abstract: Compounds of the formula ##SPC1##WhereinR is an alkyl or an allyl group,R' is an alkyl group,R" is an alkyl group, an alkoxy group, or a trihaloalkyl group, andn is 1 or 2And compositions containing these compounds exhibit herbicidal activity.
    Type: Grant
    Filed: December 26, 1973
    Date of Patent: May 4, 1976
    Assignee: Rohm and Haas Company
    Inventors: Colin Swithenbank, Wayne O. Johnson
  • Patent number: 3952071
    Abstract: An olefin oligomer having a low viscosity and a high viscosity index can be prepared by polymerizing an olefin having 6 or more carbon atoms in the presence of a mixture of a polyhydric alcohol derivative and an aluminum halide, said derivative being obtained by replacing the hydrogen atoms of all the hydroxyl groups of the polyhydric alcohol by either acyl groups exclusively or by acyl group and alkyl groups both of said groups having 1 - 20 carbon atoms. The thus prepared olefin oligomer scarcely contains halogen, and it has a wide range of uses such as, for instance, a lubricant, a cosmetic base, etc.
    Type: Grant
    Filed: January 6, 1975
    Date of Patent: April 20, 1976
    Assignee: Lion Fat & Oil Co., Ltd.
    Inventors: Hiroshi Isa, Toshiyuki Ukigai, Anri Tominaga, Ryozo Taniyasu, Masuzo Nagayama
  • Patent number: 3952065
    Abstract: A method of producing chlorobenzenes from benzene sulphonyl chlorides by a thermal chlorinating decomposition of aromatic sulphonyl chlorides of the general formula ##SPC1##WhereinX = hydrogen, halogen, alkyl group with 1-4 carbon atoms, or alkoxy group with 1-4 carbon atoms, andn = an integer of from 1 to 5,In the presence of a catalyst including a combination of active carbon and compounds selected from the group consisting of phosphorus chlorides, phosphorus bromides, and organic azo compounds capable of yielding free radicals when degrading.
    Type: Grant
    Filed: June 20, 1974
    Date of Patent: April 20, 1976
    Assignee: Vyskumny ustav agrochemickej Technologie
    Inventors: Bohumir Mrva, Josef Macko, Milan Kupcik, Stefan Truchlik
  • Patent number: 3950445
    Abstract: The process of preparing benzotrifluoride which involves reacting benzotrichloride with hydrogen fluoride in a reaction zone at a pressure between 20 and 45 atm. and at a temperature between 85.degree. and 100.degree.C. The reaction is conducted in the presence of a catalyst consisting of a mixture of aluminum chloride and activated charcoal. On a stoichiometric basis, the amount of hydrogen fluoride is 1.0 to 1.1 times the amount of the benzotrichloride. The benzotrichloride, catalyst and hydrogen fluoride are present as an admixture or intermixture having a Reynolds number between 65,000 and 100,000. The reaction can be conducted in a stirring vessel equipped with a stirring mechanism.
    Type: Grant
    Filed: December 23, 1974
    Date of Patent: April 13, 1976
    Assignee: Lonza Ltd.
    Inventor: Kurt Ryf
  • Patent number: 3950444
    Abstract: A process is provided for preparing ortho substituted aryl fluorides from corresponding diazonium fluorides. More particularly, the invention relates to a method for thermally decomposing diazonium fluorides substituted in the ortho position with halogen or trihalomethyl to a corresponding aryl fluoride. The method involves heating the diazonium fluoride to a temperature above its decomposition temperature and above the temperature at which the resulting product distills by contacting the same with a heat exchange medium at a temperature in the range of 100.degree.-350.degree.C.
    Type: Grant
    Filed: August 30, 1974
    Date of Patent: April 13, 1976
    Assignee: Olin Corporation
    Inventor: Walter A. Gay
  • Patent number: 3950420
    Abstract: Various substituted cyclohexane-1,3-diones are useful as herbicides.An exemplary species is 2-[1-(allyloxyamino)propylidene]5,5-dimethylcyclohexane-1,3-dione.
    Type: Grant
    Filed: July 22, 1974
    Date of Patent: April 13, 1976
    Assignee: Nippon Soda Company, Ltd.
    Inventors: Mikio Sawaki, Isao Iwataki, Yoshihiko Hirono, Hisao Ishikawa