Abstract: The present invention relates to a method for obtaining purified hydroxytyrosol from products and by-products derived from the olive tree by means of two-step chromatographic treatment. The invention uses a non-activated ion exchange resin chromatographic method, followed by a second treatment on an XAD-type absorbent non-ionic resin which concentrates and completely purifies the hydroxytyrosol by means of elution with a methanol or ethanol:water dissolution (from 30 to 33%). The method of the invention can also be applied to two-phase pomaces, three-phase pomaces and stones if they are subjected to a steam explosion process.
Type:
Grant
Filed:
August 13, 2003
Date of Patent:
February 1, 2005
Assignee:
Consejo Superior de Investigaciones Cientificas
Inventors:
Juan Fernandez-Bolaños Guzman, Antonia Heredia Moreno, Guillermo Rodriguez Gutierrez, Rocío Rodriguez Arcos, Ana Jimenez Araujo, Rafael Guillen Bejarano
Abstract: A method of converting (Z)-1-(3,5-disubstituted phenyl)-2-(4-substituted phenyl)ethene of general formula (II) to (E)-1-(3,5-disubstituted phenyl)-2-(4-substituted phenyl)ethene of general formula (I) wherein R1, R2, and R3 are the same or different and independently represent (C1-C4)alkyl, (C1-C4)alkoxy(C1-C4)alkyl, (C1-C4)alkoxy(C1-C4)alkoxy(C1-C4)alkyl, allyl, vinyl, silyl, formyl, acyl, aryl(C1-C4)alkyl or substituted aryl(C1-C4)alkyl group. The present invention also provides a process for the conversion of (E)-(3,5-disubstituted phenyl-2-(4-substituted phenyl)ethene of general formula (I) to E-resveratrol of formula (III).
Type:
Grant
Filed:
December 5, 2002
Date of Patent:
January 18, 2005
Assignee:
Orchid Chemicals and Pharmaceuticals Limited
Inventors:
Pandurang Balwant Deshpande, Senthil Kumar Udayampalayam Palanisamy, Gnanaprakasam Andrew
Abstract: Disclosed is a method for the preparation of cumene by reacting isopropanol or a mixture of isopropanol and propene with benzene in the presence of a ?-zeolite catalyst having a SiO2/Al2O3 molar ratio greater than 10:1 that can be integrated in a process for preparing phenol, which comprises preparing cumene as described above, oxidizing cumene to cumene hydroperoxide, acid-catalyzed cleavage of cumene hydroperoxide to give phenol and acetone, and hydrogenating acetone to form isopropanol.
Type:
Grant
Filed:
February 19, 2001
Date of Patent:
January 11, 2005
Assignee:
Ineos Phenol GmbH & Co. KG
Inventors:
Michael Sakuth, Uwe Tanger, Markus Weber
Abstract: An antimicrobial compound, composition containing such compound, and method of use of the same for reducing the presence of microorganism on a substrate or in a fluid environment comprising an antimicrobial effective carrier and one or more essential antimicrobial compounds including non-halogenated naphthol compounds.
Type:
Grant
Filed:
May 20, 2003
Date of Patent:
January 4, 2005
Assignee:
Warner-Lambert Company LLC
Inventors:
David Scott Harper, Robert A. Coburn, Andre Soshinsky, Constantine Georgiades, Marianne D. Huntley
Abstract: A method for continuously producing 3,3′,5,5′-tetra-t-butyl-4,4′-biphenol by oxidizing/dimerizing 2,6-di-t-butylphenol, comprising the steps of: supplying 2,6-di-t-butylphenol to a first reaction section of a reaction apparatus in which at least the first reaction section and a second reaction section are connected in series; supplying alkali catalyst to at least said first reaction section; and distributing oxygen containing gas to each reaction section respectively; whereby a reaction mixture containing 3,3′,5,5′-tetra-t-butyl-4,4′-biphenol is obtained from a last reaction section.
Abstract: The invention relates to a method for the catalytic conversion of organic carbonate to the corresponding alcohol, wherein the organic carbonate is contacted with alcohol and/or water in the presence of a zinc supported catalyst.
Type:
Grant
Filed:
September 10, 2003
Date of Patent:
December 28, 2004
Assignee:
Shell Oil Company
Inventors:
Johannes Petrus De Jonge, Jean-Paul Lange
Abstract: Disclosed is a method for preparing a bis(hydroxy-aromatic) compound which comprises the steps of: contacting at least one halo-substituted hydroxy-aromatic compound in a solvent mixture comprising water and at least one organic solvent in the presence of at least one base, at least one catalyst comprising palladium and hydrogen gas at a pressure in a range of between atmospheric pressure and 350 Kilopascals.
Type:
Grant
Filed:
October 7, 2003
Date of Patent:
December 21, 2004
Assignee:
General Electric Company
Inventors:
Ben Purushotam Patel, Eric James Pressman, Ryan Christopher Mills
Abstract: Higher &agr;,&bgr;-unsaturated alcohols are prepared by monoethynylation of a ketone by the NH3/KOH method, if desired hydrogenation of the acetylene alcohol in the presence of hydrogen over a Pd-containing thin layer catalyst, purifying distillation of the hydrogenation product, preferably in a dividing wall column with recirculation of the unreacted ketone to the ethynylation step, and, if desired, preparation of higher alcohols having in each case 5 more carbon atoms in the chain by reacting the alcohols prepared by monoethynylation and, if desired, partial hydrogenation with alkyl acetoacetates diketene in a Carroll reaction to form ketones and using these as starting materials for the steps ethynylation, optional hydrogenation and fractional distillation.
Type:
Grant
Filed:
May 6, 2002
Date of Patent:
December 7, 2004
Assignee:
BASF Aktiengesellschaft
Inventors:
Andreas Ansmann, Jochem Henkelmann, Alois Kindler, Heinz Etzrodt, Carsten Oost, Susanne Stutz, Christian Tragut, Bernhard Bockstiegel, Klaus Reimer, Manfred Stroezel, Walter Dobler
Abstract: An object of the present invention is to provide a process for producing a fluorinated methyl-benzyl alcohol, which process is industrially applicable. A process for producing a fluorinated methyl-benzyl alcohol according to the present invention includes hydrogenolysis of one hydroxyl group in fluorinated benzene dimethanol. The hydrogenolysis can be carried out in a solvent in the presence of a catalyst. The catalyst can include at least one metal selected from cobalt, iron, copper, nickel, platinum, palladium, and rhenium, and the hydrogenolysis can be carried out using hydrogen.
Abstract: A process to synthesize substituted phenols such as those of the general formula RR′R″Ar(OH) wherein R, R′, and R″ are each independently hydrogen or any group which does not interfere in the process for synthesizing the substituted phenol including, but not limited to, halo, alkyl, alkoxy, carboxylic ester, amine, amide; and Ar is any variety of aryl or hetroaryl by means of oxidation of substituted arylboronic esters is described. In particular, a metal-catalyzed C—H activation/borylation reaction is described, which when followed by direct oxidation in a single or separate reaction vessel affords phenols without the need for any intermediate manipulations. More particularly, a process wherein Ir-catalyzed borylation of arenes using pinacolborane (HBPin) followed by oxidation of the intermediate arylboronic ester by OXONE is described.
Type:
Grant
Filed:
July 15, 2003
Date of Patent:
December 7, 2004
Assignee:
Board of Trustees of Michigan State University
Inventors:
Robert E. Maleczka, Jr., Milton R. Smith, III, Daniel Holmes, Feng Shi
Abstract: The present invention provides crystals of an adduct of a bisphenol and a phenol and methods of producing those crystals. The crystals may find use in preparing bisphenols.
Type:
Grant
Filed:
December 16, 2002
Date of Patent:
December 7, 2004
Assignee:
Bayer Aktiengesellschaft
Inventors:
Rainer Neumann, Rolf Lanze, Frieder Heydenreich, Michael Bödiger, Michael Prein
Abstract: The present invention involves a process for the manufacture of &agr;, &ohgr;-diiodoperfluoroalkanes of the formula I—(CF2CF2)n—I, wherein n is an integer between 2 and 6. The latter compounds are produced at relatively high conversions and under relatively mild reaction temperatures and pressures, compared to prior art processes, by the elimination of the gaseous byproduct perfluorocyclobutane throughout the process.
Type:
Grant
Filed:
November 21, 2002
Date of Patent:
November 30, 2004
Assignee:
DuPont Dow Elastomers LLC
Inventors:
Hasan Dindi, John Joseph Hagedorn, Ming-Hong Hung
Abstract: Provided are a catalyst of high activity and good heavy substance resistance and alcohol resistance for production of bisphenols, and a method for producing bisphenols with the catalyst. The catalyst is a sulfonic acid-type cation-exchange resin modified with (a) a pyridinealkanethiol and (b) an aminoalkanethiol and/or a thiazolidine; and the method comprises reacting a phenol and a ketone in the presence of the catalyst for producing bisphenols.
Abstract: Washed cleavage product (WCP) in a phenol manufacturing process is treated to remove sodium ions. The WCP is contacted with a cation exchange resin in hydrogen form, and then with anion exchange resin in free base or hydroxide form, to produce a WCP essentially free of sodium ions. The cation and anion exchange resins are regenerated with acid and caustic, respectively. The treatment improves productivity and product quality of new and existing phenol processes.
Type:
Grant
Filed:
September 11, 2003
Date of Patent:
November 30, 2004
Assignee:
Kellogg Brown & Root, Inc.
Inventors:
Theodor Robert Wilks, Mark Thornton Vandersall, William Frederick Rogers, Jr.
Abstract: A process for the conversion of (3R,3′R,6′R)-lutein to 3′-epilutein, a carotenoid precursor for industrial production of naturally occurring (3R,3′R)-zeaxanthin, is disclosed.
Abstract: The present invention provides a supported osmate useful as a reusable catalyst in the preparation of vicinal diols. The present invention also relates to a process for the preparation of supported osmates of the formula (S—NR3)2OsO4.nH2O wherein S is a support, R is an alkyl group, n is the number of water molecules and use thereof in the preparation of vicinal diols by asymmetric dihydroxylation (AD) of olefins in presence of cinchona alkaloid compounds.
Type:
Grant
Filed:
June 13, 2003
Date of Patent:
November 9, 2004
Assignee:
Council of Scientific and Industrial Research
Abstract: A process for purifying octafluorocyclobutane according to the present invention is characterized by contacting a crude octafluorocyclobutane containing impurities with an impurity decomposing agent under elevated temperature and then with an adsorbent to substantially remove the impurities from the crude octafluorocyclobutane.
According to the purification process or preparation process of octafluorocyclobutane of the present invention, the impurities such as fluorocarbon can be substantially removed and a high-purity octafluorocyclobutane can be easily obtained. The octafluorocyclobutane obtained by the purification process of the present invention is substantially free of impurities and therefore, can be used as an etching or cleaning gas for use in the production process of a semiconductor device or the like.
Abstract: A method is described for the simultaneous preparation of p-bromophenols and p-benzoquinones, intermediates useful in the preparation of hydroquinones and 4,4′-dihydroxybiphenyls, respectively. Hydroquinones and 4,4′-dihydroxybiphenyls are useful monomers for the preparation of a variety of polymers. The method also comprises reducing the p-benzoquinone to its corresponding hydroquinone in the presence of the p-bromophenol. Limiting the amount of HBr present in the reaction mixture was shown to control the amount of benzoquinone produced. The method also allows for the recycling of many of the reagents used, thereby reducing the cost of producing each monomer.
Type:
Grant
Filed:
November 7, 2003
Date of Patent:
November 9, 2004
Assignee:
General Electric Company
Inventors:
Ryan Christopher Mills, Eric James Pressman, Timothy Leigh Chuck, John Yaw Ofori
Abstract: The invention relates to a novel process of diastereoselective hydrogenation of 1,3-hydroxyketones of formula (I)
wherein R, R′ and R″ are as defined in claim 1 which is carried out in a solvent in the presence of a magnesium salt, a heterogeneous platinum catalyst and optionally an oxidant.
Type:
Grant
Filed:
July 2, 2003
Date of Patent:
November 2, 2004
Assignee:
Solvias AG
Inventors:
Martin Studer, Stephan Burkhardt, Ulrike Nettekoven