Of Compound Which Contains A Benzene Ring And A -coo- Group Patents (Class 568/801)
  • Patent number: 8946458
    Abstract: The present invention provides catalysts, methods, and reactor systems for converting oxygenated hydrocarbons to oxygenated compounds. The invention includes methods for producing cyclic ethers, monooxygenates, dioxygenates, ketones, aldehydes, carboxylic acids, and alcohols from oxygenated hydrocarbons, such as carbohydrates, sugars, sugar alcohols, sugar degradation products, and the like, using catalysts containing palladium, molybdenum, tin, and tungsten. The oxygenated compounds produced are useful in the production of liquid fuels, chemicals, and other products.
    Type: Grant
    Filed: August 15, 2012
    Date of Patent: February 3, 2015
    Assignee: Virent, Inc.
    Inventors: Brian Blank, Randy Cortright, Taylor Beck, Elizabeth Woods, Mike Jehring
  • Patent number: 8053615
    Abstract: Processes and reactor systems are provided for the conversion of oxygenated hydrocarbons to hydrocarbons, ketones and alcohols useful as liquid fuels, such as gasoline, jet fuel or diesel fuel, and industrial chemicals. The process involves the conversion of mono-oxygenated hydrocarbons, such as alcohols, ketones, aldehydes, furans, carboxylic acids, diols, triols, and/or other polyols, to C4+ hydrocarbons, alcohols and/or ketones, by condensation. The oxygenated hydrocarbons may originate from any source, but are preferably derived from biomass.
    Type: Grant
    Filed: March 7, 2008
    Date of Patent: November 8, 2011
    Assignee: Virent Energy Systems, Inc.
    Inventors: Randy D. Cortright, Paul G. Blommel
  • Patent number: 8017818
    Abstract: Processes and reactor systems are provided for the conversion of oxygenated hydrocarbons to hydrocarbons, ketones and alcohols useful as liquid fuels, such as gasoline, jet fuel or diesel fuel, and industrial chemicals. The process involves the conversion of mono-oxygenated hydrocarbons, such as alcohols, ketones, aldehydes, furans, carboxylic acids, diols, triols, and/or other polyols, to C4+ hydrocarbons, alcohols and/or ketones, by condensation. The oxygenated hydrocarbons may originate from any source, but are preferably derived from biomass.
    Type: Grant
    Filed: March 7, 2008
    Date of Patent: September 13, 2011
    Assignee: Virent Energy Systems, Inc.
    Inventors: Randy D. Cortright, Paul G. Blommel
  • Patent number: 7977517
    Abstract: Processes and reactor systems are provided for the conversion of oxygenated hydrocarbons to hydrocarbons, ketones and alcohols useful as liquid fuels, such as gasoline, jet fuel or diesel fuel, and industrial chemicals. The process involves the conversion of mono-oxygenated hydrocarbons, such as alcohols, ketones, aldehydes, furans, carboxylic acids, diols, triols, and/or other polyols, to C4+ hydrocarbons, alcohols and/or ketones, by condensation. The oxygenated hydrocarbons may originate from any source, but are preferably derived from biomass.
    Type: Grant
    Filed: March 7, 2008
    Date of Patent: July 12, 2011
    Assignee: Virent Energy Systems, Inc.
    Inventors: Randy D. Cortright, Paul G. Blommel
  • Patent number: 7906686
    Abstract: In a process for producing hydroperoxides, an alkylaromatic compound of general formula (I): in which R1 and R2 each independently represents hydrogen or an alkyl group having from 1 to 4 carbon atoms, provided that R1 and R2 may be joined to form a cyclic group having from 4 to 10 carbon atoms, said cyclic group being optionally substituted, and R3 represents hydrogen, one or more alkyl groups having from 1 to 4 carbon atoms or a cyclohexyl group, is contacted with oxygen in the presence of a catalyst comprising a polyoxometalate to produce a hydroperoxide of general formula (II): in which R1, R2 and R3 have the same meaning as in formula (I) and wherein the polyoxometalate comprises a polyoxotungstate substituted with at least one further transition metal.
    Type: Grant
    Filed: April 7, 2008
    Date of Patent: March 15, 2011
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Helge Jaensch, Jihad M. Dakka, Francisco M. Benitez, Ulrich Kortz, Ryan Matthew Richards
  • Patent number: 6855662
    Abstract: A catalyst for preparing a fluorine-containing alcohol compounds, the catalyst is obtained by supporting an ammine complex containing at least one component selected from the group consisting of the elements in Group 1B, Group 2B, Group 6A, Group 7A and Group 8 of the periodic table on at least one complex oxide selected from the group consisting of Si—Al complex oxide, Al—P complex oxides and Si—Al—P complex oxides.
    Type: Grant
    Filed: September 13, 2002
    Date of Patent: February 15, 2005
    Assignee: Daikin Industries, Ltd.
    Inventors: Toshiyuki Katsube, Yuuki Matsuda, Jun Miki
  • Patent number: 5945569
    Abstract: A catalyst for producing phenols consists essentially of;an iron oxide;a nickel oxide;at least one first oxide selected from the group consisting of a vanadium oxide and a molybdenum oxide; andat least one second oxide selected from the group consisting of an alkali metal oxide and an alkaline earth metal oxide.The catalyst is used to produce phenols from benzoic acid or an alkyl benzoic acid.
    Type: Grant
    Filed: May 16, 1996
    Date of Patent: August 31, 1999
    Assignee: NKK Corporation
    Inventors: Jun Miki, Minoru Asanuma, Takeshi Konishi, Yakudo Tachibana, Tsutomu Shikada, Aiko Watanabe
  • Patent number: 5430181
    Abstract: Process for improving a controlled oxidation reaction between at least one reactant and oxygen, in which at least one reactant is reacted with oxygen or an oxygen containing gas, constituting a reaction mixture, in the presence of at least one additional gas which is introduced into said reaction mixture and is selected from methane, ethane and helium, and the resulting reaction product from the oxidation reaction is possibly treated so as to give a final product.
    Type: Grant
    Filed: February 19, 1993
    Date of Patent: July 4, 1995
    Assignee: L'Air Liquide Societe Anonyme Pour L'Etude et L'Exploitation des Procedes Georges Claude
    Inventors: Philippe Arpentinier, Jacques Koenig, Yves Torre
  • Patent number: 5364978
    Abstract: The invention relates to a process for the preparation of a phenol by oxidative decarboxylation of benzoic acid in the presence of a copper-containing catalyst, wherein accumulation of tar components in the reactor is avoided by continuously removing a portion of the reaction mixture from the reactor and subjecting the removed portion to an extraction by contacting the removed portion with water and an auxiliary liquid, which auxiliary liquid is not miscible with water, wherein after extraction an aqueous liquid is obtained with benzoic acid and copper salts and an inorganic solution with tar components, wherein the aqueous solution is recycled to the reactor, the extraction being performed with 0.2 to 14 volume parts of auxiliary liquid per volume part of removed reaction mixture and with 0.
    Type: Grant
    Filed: August 20, 1993
    Date of Patent: November 15, 1994
    Assignee: D.S.M. N.V.
    Inventors: Johannes A. Kroon, Wim Buijs
  • Patent number: 5268512
    Abstract: A catalyst for producing phenol consisting essentially of a nickel compound supported on a metal oxide carrier, or a catalyst for producing phenol consisting essentially of iron oxide and nickel oxide, and processes for producing phenol using either of the above catalyst. The catalysts of the invention exercise a high conversion of benzoic acid and a high selectivity to phenol, and phenol can be produced in a high yield, particularly in a high space time yield through the processes of the invention using the above catalysts. The above conversion, selectivity and space time yield can be improved by calcining the catalyst at 600.degree. to 900.degree. C.
    Type: Grant
    Filed: July 10, 1992
    Date of Patent: December 7, 1993
    Assignee: NKK Corporation
    Inventors: Jun Miki, Toshifumi Suzuki, Tsutomu Shikada, Kazuhiko Tate, Yakudo Tachibana
  • Patent number: 5210331
    Abstract: The invention relates to a process for the preparation of a phenol by oxidative decarboxylation of a corresponding arylcarboxylic acid in the presence of a Cu-containing catalyst, the phenol being obtained through a hydrolysis step. The characteristic part of the process is oxidation of a Cu(I)-containing catalyst and reduction and hydrolysis in the absence of oxygen. The process can be carried out under liquid phase or gas phase conditions in a one-step or multi-step process and nucleation agents can be added for crystallization during catalyst oxidation. In a preferred embodiment, at least 0.04 wt.% copper remains present as Cu(I) after oxidation.
    Type: Grant
    Filed: December 31, 1991
    Date of Patent: May 11, 1993
    Assignee: DSM NV
    Inventors: Wim Buijs, Leon H. B. Frijns, Matthias R. J. Offermanns
  • Patent number: 4751332
    Abstract: Resorcinol and substituted resorcinols are converted in one single step reaction into 1,2,3- and 1,2,4-trihydroxybenzenes and substituted hydroxy resorcinol compounds with a benzene solution of peroxypropionic acid.
    Type: Grant
    Filed: September 14, 1987
    Date of Patent: June 14, 1988
    Assignee: Degussa Aktiengesellschaft
    Inventors: Guenter Prescher, Gebhard Ritter, Holger Sauerstein
  • Patent number: 4634668
    Abstract: The present invention provides a process for the production of p-cresol in a quantitative yield, which involves the acidification of an aqueous solution of 4-methylcyclohexa-3,5-diene-1,2-diol-1-carboxylic acid under ambient conditions of temperature and pressure to cause spontaneous decomposition of the starting material to p-cresol. The aqueous solution of 4-methylcyclohexa-3,5-diene-1,2-diol-1-carboxylic acid is produced by microbiological conversion of p-xylene with Pseudomonas putida Biotype A strain ATCC 39119.
    Type: Grant
    Filed: August 15, 1984
    Date of Patent: January 6, 1987
    Assignee: Celanese Corporation
    Inventor: Scott Hagedorn
  • Patent number: 4620043
    Abstract: Multicomponent catalysts comprising copper, a metal selected from the group consisting of vanadium, chromium, manganese, iron, cobalt, nickel and zinc; and phosphate are employed for oxidizing an aromatic carboxylic acid to the corresponding phenol, e.g., benzoic acid to phenol.
    Type: Grant
    Filed: October 17, 1985
    Date of Patent: October 28, 1986
    Assignee: The Dow Chemical Company
    Inventors: Chiu T. Lam, David M. Shannon
  • Patent number: 4567157
    Abstract: Multicomponent catalysts comprising copper, a metal selected from the group consisting of vanadium, chromium, manganese, iron, cobalt, nickel and zinc; and phosphate are employed for oxidizing an aromatic carboxylic acid to the corresponding phenol, e.g., benzoic acid to phenol.
    Type: Grant
    Filed: May 17, 1982
    Date of Patent: January 28, 1986
    Assignee: The Dow Chemical Company
    Inventors: Chiu T. Lam, David M. Shannon
  • Patent number: 4515983
    Abstract: A process for the preparation of phenyl esters and phenol in which a feed mixture of benzene, molecular oxygen, a lower carboxylic acid and optionally water is passed over a catalyst composed of a palladium carboxylate, an antimony carboxylate and a chromium carboxylate is described.
    Type: Grant
    Filed: June 30, 1983
    Date of Patent: May 7, 1985
    Assignee: Ashland Oil, Inc.
    Inventors: Anil B. Goel, Michael E. Pettiford
  • Patent number: 4405823
    Abstract: A process for producing phenols from benzenemonocarboxylic acids, or their salts, esters, or anhydrides is described, comprising contacting these starting materials with molecular oxygen-containing gas and steam in a liquid phase in the presence of a copper compound, a manganese compound, and a rare earth element compound. This process can be performed either by a one-step reaction method or by a two-step reaction method. In accordance with the present process, the formation of by-products such as high boiling by-products or diphenyl ethers is inhibited and the selectivity of phenols can be greatly increased.
    Type: Grant
    Filed: August 24, 1982
    Date of Patent: September 20, 1983
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Takao Maki, Tetsuo Masuyama, Toshiharu Yokoyama
  • Patent number: 4390736
    Abstract: A method for production of phenol or nucleus-substituted phenols from benzoic acid or nucleus-substituted benzoic acids by gas-phase catalytic oxidation characterized by using an oxide catalyst of the formula,Mo.sub.a W.sub.b X.sub.c Y.sub.d Z.sub.e O.sub.fwherein Mo is molybdenum, W is at least one of vanadium, niobium and tantalum, X is at least one of copper, silver, manganese, iron, cobalt, nickel, rhodium, palladium and platinum, Y is at least one of cerium, uranium, zirconium, chromium, tungsten, zinc, cadmium, tin, phosphorus, antimony, bismuth and tellurium, Z is at least one of thallium, alkali metals and alkaline earth metals, and when a is fixed to 12, b is 0.1 to 60, c is 0.1 to 60, d is 0 to 24, e is 0.1 to 120 and f is the number of oxygen atoms satisfying the valence of other elements.
    Type: Grant
    Filed: November 10, 1981
    Date of Patent: June 28, 1983
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yasuhiko Inoue, Shigeo Wake, Tamio Sirafuji, Masazo Beppu
  • Patent number: 4383127
    Abstract: The invention relates to a method for the preparation of a substituted or unsubstituted phenol by oxidation of the corresponding substituted or unsubstituted benzoic acid in the gas phase in the presence of a copper and vanadium and/or silver and lithium and/or sodium and/or magnesium containing catalyst and catalysts therefor. The invention particularly relates to the gas phase oxidation of unsubstituted benzoic acid to unsubstituted phenol.
    Type: Grant
    Filed: July 14, 1981
    Date of Patent: May 10, 1983
    Assignee: Stamicarbon, B.V.
    Inventors: Paul C. van Geem, Antonius J. J. M. Teunissen
  • Patent number: 4277630
    Abstract: A catalyst comprised of oxidized copper, zirconium and an alkali metal is employed for oxidizing an aromatic carboxylic acid to the corresponding phenol; e.g., benzoic acid to phenol.
    Type: Grant
    Filed: February 26, 1979
    Date of Patent: July 7, 1981
    Assignee: The Lummus Company
    Inventors: Abraham P. Gelbein, Ali M. Khonsari
  • Patent number: 4189602
    Abstract: In the copper catalysed oxidation of p-toluic acid to meta-cresol at an elevated temperature the problem of acid sublimation is avoided by oxidizing the para-toluic acid in admixture with benzoic acid.
    Type: Grant
    Filed: May 2, 1978
    Date of Patent: February 19, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventor: John H. Atkinson