Halogen Bonded Directly At The 2-, 3-, 5-, Or 6- Position Patents (Class 552/308)
  • Patent number: 8114447
    Abstract: The present invention relates to the use of “green” or relatively benign solvents such as ethanol, ethanol/water, isopropyl alcohol, isopropyl alcohol/water, ethyl lactate, acetone, butanol, isoamyl alcohol, or ethyl acetate to extract phytosterols from wet corn fiber. The resulting oil product contains free phytosterols and free fatty acids.
    Type: Grant
    Filed: April 14, 2008
    Date of Patent: February 14, 2012
    Assignee: Archer Daniels Midland Company
    Inventors: Charles Abbas, Anne M. Rammelsberg, Kyle Beery
  • Patent number: 6828450
    Abstract: This invention provides analogs of triptycene which are useful as anticancer drugs, as well as for other uses. The potency of these compounds is in a similar magnitude as daunomycin, a currently used anticancer drug. Each compound of the invention produces one or more desired effects (blocking nucleoside transport, inhibiting nucleic acid or protein syntheses, decreasing the proliferation and viability of cancer cells, inducing DNA fragmentation or retaining their effectiveness against multidrug-resistant tumor cells).
    Type: Grant
    Filed: October 9, 2001
    Date of Patent: December 7, 2004
    Assignee: Kansas State University Research Foundation
    Inventors: Duy Hua, Jean-Pierre Perchellet
  • Patent number: 5847171
    Abstract: The invention is drawn to organic compounds of the general formulae L--A--Z or L--A'--L' as defined in the specification. The compounds are readily crystallizable and can be used for their ferromagnetic properties.
    Type: Grant
    Filed: September 16, 1997
    Date of Patent: December 8, 1998
    Assignee: Alcatel Alsthom Compagnie Generale D'Electricite
    Inventors: Stanislas Galaj, Alain Le Mehaute
  • Patent number: 5714622
    Abstract: The invention is drawn to organic compounds of the general formulae L--A--Z or L--A'--L' as defined in the specification. The compounds are readily crystallizable and can be used for their ferromagnetic properties.
    Type: Grant
    Filed: April 12, 1996
    Date of Patent: February 3, 1998
    Assignee: Alcatel Alsthom Compagnie Generale D'Electricite
    Inventors: Stanislas Galaj, Alain Le Mehaute
  • Patent number: 5559257
    Abstract: The invention relates to a process for the preparation of tetrachloro-1,4-benzoquinone of high purity by the action of chlorine and concentrated hydrochloric acid on hydroquinone, which involves introducing a portion of the hydroquinone to be employed into initially introduced hydrochloric acid containing catalytic amounts of iron(III) ions and an anionic dispersant, introducing chlorine gas into this solution at a temperature from 20.degree. to 107.degree. C., then adding the residual quantity of hydroquinone as a solid or in solution, raising the temperature to from 80.degree. to 107.degree. C. while continuing to pass in gaseous chlorine, adding, after the introduction of gaseous chlorine has ended, a relatively high-boiling organic solvent which is not miscible with hydrochloric acid, and subsequently subjecting the reaction mixture to thermal aftertreatment.
    Type: Grant
    Filed: February 22, 1995
    Date of Patent: September 24, 1996
    Assignee: Hoechst A G
    Inventors: Otto Arndt, Wolfgang Tronich
  • Patent number: 5525744
    Abstract: A process for the preparation of tetrachloro-1,4-benzoquinone of high purity by the action of chlorine and concentrated hydrochloric acid on hydroquinone, by introducing a part of the hydroquinone to be employed into an initially introduced 4- to 6-fold molar amount--based on the total amount of hydroquinone--of 20 to 37 % aqueous hydrochloric acid containing catalytic amounts of iron(III) ions and an anionic dispersant, introducing 1.5 to 2.0 times the molar amount--based on total hydroquinone--of chlorine as a gas into this solution at a temperature of 20.degree. to 90.degree. C., then adding the residual amount of hydroquinone as a solid or in dissolved form, introducing 1.5 to 2.0 times the molar amount of chlorine as a gas, keeping the concentration of the hydrochloric acid here at 23-25% by addition of water and finally raising the temperature to 100.degree. to 107.degree. C. with further introduction of chlorine as a gas (1.7 to 2.
    Type: Grant
    Filed: October 21, 1994
    Date of Patent: June 11, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Otto Arndt, Hans Schubert
  • Patent number: 5334735
    Abstract: Process for preparing chloranil by the oxidative chlorination of a quinone or of a hydroquinone with a hydrochloric acid/hydrogen peroxide mixture, the introduction of hydrogen peroxide being carried out at a temperature above 60.degree. C.
    Type: Grant
    Filed: March 4, 1993
    Date of Patent: August 2, 1994
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Roger Desmurs, Isabelle Jouve
  • Patent number: 5329027
    Abstract: The present invention relates to an improved process for the production of perchlorinated quinones by oxidative dehalogenation comprising the steps of providing a stoichiometric mixture consisting of sulfur trioxide, sulfuric acid and at least one aromatic compound containing one or more unsaturated carbon-rings therein. The mixture is reacted with a stoichiometric quantity of chlorine by slowly adding the chlorine to the mixture while stirring. After a sufficient reaction time the resultant perchlorinated quinone product is recovered from the reacted mixture.
    Type: Grant
    Filed: November 24, 1992
    Date of Patent: July 12, 1994
    Assignee: Grupo Cydsa, S.A. de C.V.
    Inventors: Gabriel Gojon-Zorrilla, Ignacio Villanueva-Fierro, Antonio Hinojosa-Martinez
  • Patent number: 5318993
    Abstract: The present invention relates to novel benzoquinones which are useful as antihyperlipidemic agents. The present invention also provides a process for their preparation, pharmaceutical compositions, and a method for treating birds and mammals in need thereof which comprises administering to said host an effective amount of a benzoquinone of the present invention.
    Type: Grant
    Filed: April 16, 1993
    Date of Patent: June 7, 1994
    Assignee: Bristol-Myers Squibb Company
    Inventor: Bradley C. Pearce
  • Patent number: 5180842
    Abstract: Disclosed is a process for removing chlorine-containing impurities from quinone compounds such as p-bezonquinone. The process involves extracting a quinone compound containing 1000 ppm or more chlorine with heptane, cyclohexane or a mixture thereof and separating the quinone compound from the extraction mixture. The process provides a means for obtaining quinone compounds containing 50 ppm or less chlorine.
    Type: Grant
    Filed: August 16, 1991
    Date of Patent: January 19, 1993
    Assignee: Eastman Kodak Company
    Inventors: Yeong-Jen Kuo, Michael Bellas
  • Patent number: 5175318
    Abstract: Phenols are oxidated to quinones with hydrogen peroxide in the presence of catalytic amounts of bromine, iodine, hydrogen bromide and hydrogen iodide.
    Type: Grant
    Filed: April 7, 1992
    Date of Patent: December 29, 1992
    Assignees: Consiglio Nazionale Della Ricerche, Enicham Synthesis, Brichima, S.p.A.
    Inventors: Francesco Minisci, Attilio Citterio, Elena Vismara, Silvia De Bernardinis, Carlo Neri, Luciano Pallini, Mariano Correale
  • Patent number: 5151532
    Abstract: A process for the preparation of high-purity tetrachloro-1,4-benzoquinone by the action of hydrogen peroxide and hydrochloric acid on hydroquinone, which comprises causing 3.8 top 4.2 times the molar quantity of 30 to 37% hydrochloric acid and 1.9 to 2.1 times the molar quantity of 50 to 35% hydrogen peroxide, to act at 5 to 50.degree. C. on 1 mole of hydroquinone in at least 12 times the molar quantity of 30 to 37% hydrochloric acid, then heating the resulting suspension, which essentially contains 2,5-dichlorohydroquinone, to 45 to 55.degree. C. and again causing to act on it, at 50 to 95.degree. C., 3.8 to 4.2 times the molar quantity of 30 to 37% hydrochloric acid and 1.9 to 2.1 times the molar quantity of 50 to 35% hydrogen peroxide, in each case based on the hydroquinone used, and finally adding to the suspension, which is now essentially composed of trichloro-1,4-benzoquinone, 1.9 to 2.1 times the molar quantity of hydrochloric acid of the said concentration range, and 0.95 to 1.
    Type: Grant
    Filed: June 27, 1991
    Date of Patent: September 29, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Otto Arndt, Theodor Papenfuhs
  • Patent number: 5149849
    Abstract: Disclosed is a process for the preparation of quinhydrones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalyst system comprising a cerium carboxylate and a cupric carboxylate.
    Type: Grant
    Filed: March 18, 1991
    Date of Patent: September 22, 1992
    Inventors: Michael Bellas, Yeong-Jen Kuo, Fred H. Rash
  • Patent number: 5149850
    Abstract: A process for the production of high-purity tetrachloro-1,4-benzoquinone by the action of chlorine and hydrochloric acid on hydroquinone which comprises causing 1.9 to 2.1 times the molar quantity of gaseous chlorine to act at temperatures from 5.degree. to 15.degree. C. on 1 mol of hydroquinone in 6 to 7 times the molar quantity of 30 to 37% hydrochloric acid, then diluting the resulting suspension, essentially containing 2,5-dichlorohydroquinone, with 2 to 3 parts of water, relative to hydroquinone employed, and initially warming to a temperature from 20.degree. to 30.degree. C., subsequently introducing 1.9 to 2.1 times the molar quantity of chlorine gas in an air atmosphere while raising the temperature to 90.degree.-100.degree. C. with simultaneous dilution with 3.5 to 4.5 parts of water, relative to hydroquinone employed, and finally introducing 1 to 2 times the molar quantity of gaseous chlorine, relative to hydroquinone employed, at temperatures from 100.degree. to 115.degree. C.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: September 22, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Otto Arndt, Theodor Papenfuhs
  • Patent number: 5107003
    Abstract: Disclosed is a process for the preparation of quinones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalytic amount of ceric trihydroxyhydroperoxide.
    Type: Grant
    Filed: March 18, 1990
    Date of Patent: April 21, 1992
    Assignee: Eastman Kodak Company
    Inventors: Yeong-Jen Kuo, Michael Bellas, Phillip M. Hudnall
  • Patent number: 5075462
    Abstract: Disclosed is a process for the preparation of quinones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalyst system comprising a cerium carboxylate and a cupric carboxylate.
    Type: Grant
    Filed: October 5, 1990
    Date of Patent: December 24, 1991
    Assignee: Eastman Kodak Company
    Inventors: Yeong-Jen Kuo, Michael Bellas
  • Patent number: 5075463
    Abstract: Disclosed is a process for the preparation of quinones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalytic amount of certain cerium carboxylate salts.
    Type: Grant
    Filed: October 5, 1990
    Date of Patent: December 24, 1991
    Assignee: Eastman Kodak Company
    Inventors: Yeong-Jen Kuo, Michael Bellas
  • Patent number: 4999441
    Abstract: Tetrakis(dialkylamino)aromatics Ia to Ic ##STR1## where the radicals A may be identical or different and are n-C.sub.1 -C.sub.6 -alkyl and the radicals R may be identical or different and are hydrogen or C.sub.1 -C.sub.6 -alkyl, and their charge transfer complexes with electron acceptors, and the preparation of Ia to Ic from the corresponding N-unsubstituted amines by alkylation with A'--CHO (where A'.dbd.H or N-C.sub.1 -C.sub.5 -alkyl) and reduction with NaBH.sub.3 CN.The charge transfer complexes of Ia and Ic are used to prepare electrically conductive polymers.
    Type: Grant
    Filed: April 17, 1989
    Date of Patent: March 12, 1991
    Assignee: Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.
    Inventors: Heinz A. Staab, Karin Elbl