Preparing Benzene Ring Containing Compound Patents (Class 570/143)
  • Patent number: 5146017
    Abstract: A process is described for the reaction of at least one partly fluorinated alkene with catalysts containing tungsten complex compounds, at 10.degree. to 200.degree. C., if appropriate in the presence of at least one inert solvent. A mixture of a partly fluorinated alkene with another partly fluorinated alkene or with a non-fluorinated alkene can also be employed for the reaction. Longer-chain partly fluorinated compounds are thereby obtained which contain at least one internal C.dbd.C double bond. Ethylene or a short-chain alkene is furthermore produced and is separated off from the reaction mixture. The longer-chain partly fluorinated compounds are valuable intermediates and can be hydrogenated to give, for example, highly heat-resistant special lubricants.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: September 8, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Konrad V. Werner, Karin Weiss
  • Patent number: 5091580
    Abstract: 2,6-Difluoroaniline is prepared from 1,2,3-trichlorobenzene by partial fluorine exchange to a mixture of 2,6-difluorochlorobenzene and 2,3-difluorochlorobenzene, amination of the chloro substituents, and separation of the desired product from the isomeric 2,3-difluoroaniline. By incorporating a selective reduction into the process immediately after the partial fluorine exchange, the undesirable 2,3-difluorochlorobenzene is converted into valuable ortho-difluorobenzene and the 2,3-difluoroaniline isomer is avoided.
    Type: Grant
    Filed: March 27, 1991
    Date of Patent: February 25, 1992
    Assignee: DowElanco
    Inventors: R. Garth Pews, James A. Gall
  • Patent number: 5068473
    Abstract: A process for the hydrogenolysis and/or dehydrohalogenation of fluorohalocarbons and/or fluorohalohydrocarbons by reacting the fluorohalocarbons and/or fluorohalohydrocarbons with a source of hydrogen in the presence of a catalyst, the improvement comprising utilizing a rhenium-containing catalyst, which may, optionally, contain at least one Group VIII metal and may, optionally, be supported.
    Type: Grant
    Filed: October 17, 1990
    Date of Patent: November 26, 1991
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Carl S. Kellner, V. N. Mallikarjuna Rao, Frank J. Weigert
  • Patent number: 4918251
    Abstract: A process for producing 2-halofluorobenzene from 2,4-dihalofluorobenzenes comprises treating an aqueous slurry of 2,4-dihalofluorobenzene with hydrogen at an elevated temperature in the presence of a transition metal supported on a carbon catalyst. The process produces a mixture including fluorobenzene and 2-halofluorobenzene. The 2-halofluorobenzene can be separated from the mixture by conventional means such as distillation. Optionally, the fluorobenzene also can be recovered.
    Type: Grant
    Filed: April 4, 1989
    Date of Patent: April 17, 1990
    Assignee: Mallinckrodt, Inc.
    Inventor: Robert Halvachs
  • Patent number: 4734503
    Abstract: Catalytic transhalogenation of haloaromatics according to the equation:C.sub.z F.sub.a X.sub.b N.sub.e L.sub.1 +C.sub.z F.sub.c X.sub.d N.sub.e L.sub.2 .fwdarw.C.sub.z F.sub.a+1 X.sub.b-1 N.sub.e L.sub.1 +C.sub.z F.sub.c-1 X.sub.d+1 N.sub.e L.sub.2wherein:when C.sub.z is a benzene derivative, a+b=5; e=0; c+d=5; z=6;when C.sub.z is a pyridine derivative, a+b=4; e=1; c+d=4; z=5;when C.sub.z is a naphthalene derivative, a+b=7; e=0; c+d=7; z=10; andwhen C.sub.z is a biphenyl derivative, a+b=9; e=0; c+d=9; z=12;L.sub.1 and L.sub.2, alike or different, are selected from F, Cl, Br, H, CN, C.sub.n F.sub.2n+1, and C.sub.6 F.sub.5 ;X is Cl, Br, or I when C.sub.z is a benzene derivative; andn is 1 to 12. This method is a novel route to known haloaromatic compounds.
    Type: Grant
    Filed: February 7, 1986
    Date of Patent: March 29, 1988
    Assignee: E. I. Du Pont De Nemours and Company
    Inventor: Frank J. Weigert
  • Patent number: 4734534
    Abstract: Novel alumina-supported nickel boride catalysts prepared by the borohydride promoted reduction of nickel arsenate are described. Method of catalyst preparation and process for hydrogenation of acetylenic and diolefinic compounds employing the invention catalysts are also described.
    Type: Grant
    Filed: February 5, 1986
    Date of Patent: March 29, 1988
    Assignee: Phillips Petroleum Company
    Inventor: Ted H. Cymbaluk
  • Patent number: 4704484
    Abstract: This invention relates to the fluorination of carboxylic acids with xenon difuoride in the presence of hydrogen fluoride. Novel fluorinated compounds containing aliphatic unsaturation are also disclosed.
    Type: Grant
    Filed: October 19, 1983
    Date of Patent: November 3, 1987
    Assignee: Mallinckrodt, Inc.
    Inventor: David H. White
  • Patent number: 4668832
    Abstract: Halogenated, unsaturated alcohols are dehydrated by contacting the alcohol and a carrier gas with a silica alumina catalyst to form dienes of the formula: ##STR1## wherein each X is independently hydrogen, fluorine chlorine, or bromine with the proviso that no more than one of them is hydrogen, and each R is independently hydrogen, alkyl, aralkyl, alkaryl, or aryl.
    Type: Grant
    Filed: October 8, 1985
    Date of Patent: May 26, 1987
    Assignee: The Dow Chemical Company
    Inventor: William J. Kruper, Jr.
  • Patent number: 4668835
    Abstract: The alkylation of para-substituted isopropyl benzenes with dipentenes employing an aluminum halide catalyst system produces novel tetracyclic compounds.
    Type: Grant
    Filed: October 4, 1985
    Date of Patent: May 26, 1987
    Assignee: Phillips Petroleum Co.
    Inventor: Raymond L. Cobb
  • Patent number: 4570011
    Abstract: The invention is a process for the preparation of an aromatic hydrocarbon with a cyclobutene ring fused to the aromatic hydrocarbon which comprises, dissolving an ortho alkyl halomethyl aromatic hydrocarbon in an inert solvent and pyrolyzing the solution of ortho alkyl halomethyl aromatic hydrocarbon in the inert solvent under conditions such that the ortho alkyl and halomethyl substituents form a cyclobutene ring thereby forming an aromatic hydrocarbon having a fused cyclobutene ring.
    Type: Grant
    Filed: May 21, 1984
    Date of Patent: February 11, 1986
    Assignee: The Dow Chemical Company
    Inventor: Ying-Hung So
  • Patent number: 4479022
    Abstract: Bromohalogenobenzenes are isomerized to useful, e.g., pharmaceutical or phytosanitary intermediates, by contacting the same with an alkaline base and a catalyst compound which forms a complex with the cation of said alkaline base.
    Type: Grant
    Filed: April 6, 1982
    Date of Patent: October 23, 1984
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventor: Gerard Soula
  • Patent number: 4446075
    Abstract: Substituted bromofluorobenzene, wherein the fluorine is in para-position and the bromine in meta-position to another substituent, is prepared by direct bromination of the corresponding fluorobenzene derivative. Bromination is advantageously carried out in the presence of a catalyst, preferably a metal or metal salt. The elementary bromine is used in an amount of 0.9 to 1.3 mols per mol of fluorobenzene derivative and the reaction temperature is between 20.degree. and 200.degree. C. The bromofluorobenzene derivatives are suitable for the synthesis of medicaments and plant protective agents.
    Type: Grant
    Filed: February 20, 1981
    Date of Patent: May 1, 1984
    Assignee: Riedel-de Haen AG
    Inventors: Kurt Eiglmeier, Reinhard Knieps
  • Patent number: 4394527
    Abstract: There is provided a process for effecting fluorination of benzene, p-difluorobenzene or p-dichlorobenzene by subjecting the same to the action of argentic fluoride (AgF.sub.2) in the liquid phase to obtain fluorobenzene from benzene or a fluorinated cyclohexadiene from halogenated benzene, respectively, in good yield and purity.
    Type: Grant
    Filed: October 22, 1979
    Date of Patent: July 19, 1983
    Assignee: American Cyanamid Company
    Inventors: Robert G. Fischer, Jr., Arnold Zweig
  • Patent number: 4369145
    Abstract: Fluorobenzenesulfonyl fluorides are prepared by chlorine/fluorine exchange fluorinating a chlorobenzenesulfonyl fluoride with an alkali metal fluoride, in a aprotic polar solvent and at a temperature ranging from about 100.degree. C. to about 240.degree. C.
    Type: Grant
    Filed: December 16, 1980
    Date of Patent: January 18, 1983
    Assignee: Rhone-Poulenc Industries
    Inventor: Gerard Soula
  • Patent number: 4362884
    Abstract: Organosilicon compounds referred to as silacrown ethers or "silacrowns" are of the general formula: ##STR1## where R.sup.1 and R.sup.2 are organic radicals or hydrogen and n is an integer between 4 and 10 inclusive. Silacrown ethers are prepared by reacting polyethylene glycol with substituted silanes under conditions promoting cyclization over polymerization. Silacrown ethers may be employed as phase-transfer catalysts in solution or immobilized on siliceous supports.
    Type: Grant
    Filed: November 23, 1981
    Date of Patent: December 7, 1982
    Assignee: Petrarch Systems, Inc.
    Inventor: Barry C. Arkles
  • Patent number: 4335055
    Abstract: Compounds of the formula I ##STR1## in which Z, Z.sub.1, R, m and p are as defined in patent claim 1, can be obtained in a simple and economical manner by a novel process wherein a halide of the formula II ##STR2## is reacted with a substituted or unsubstituted vinylbenzene or vinylnaphthalene derivative in the presence of a base and of certain palladium catalysts, such as palladium acetate. The compounds (I) or functional derivatives preparable therefrom are useful, for example, for the preparation of known dyes or fluorescent brighteners, or can be used directly as fluorescent brighteners or as scintillators.
    Type: Grant
    Filed: May 8, 1981
    Date of Patent: June 15, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Ulrich Blaser, Dieter Reinehr, Alwyn Spencer
  • Patent number: 4334111
    Abstract: Benzotrihalides are prepared by pyrolyzing a substituted phenyl trihaloacetate of the formula ##STR1## wherein each X is halo, nitro, alkyloxy, aryloxy, aralkyoxy, cyano, lower alkyl, haloalkyl, haloalkyloxy, alkenyl, haloalkenyl, carbamoyl, N,N-dialkylcarbamoyl, N,N-diarylcarbamoyl, or N,N-diaralkyloxy;Y is halo; andn is an integer of from 1 to 5. As an example, 4-chlorophenyl trichloroacetate is pyrolyzed at 550.degree. C. to 4-chlorobenzotrichloride.
    Type: Grant
    Filed: February 17, 1978
    Date of Patent: June 8, 1982
    Assignee: The Dow Chemical Company
    Inventors: Ralph A. Davis, R. Garth Pews
  • Patent number: 4263212
    Abstract: The present invention relates to a process for the preparation of aromatic or furyl substituted olefins, which comprises reacting an olefinic compound with an aromatic compound or furan compound in the presence of carbon monoxide by using a rhodium carbonyl complex as a catalyst to form a corresponding aromatic or furyl substituted olefin.
    Type: Grant
    Filed: February 14, 1980
    Date of Patent: April 21, 1981
    Assignee: Rikagaku Kenkyusho
    Inventors: Pangbu Hong, Hiroshi Yamazaki