Nitrogen Containing Oxidant Patents (Class 562/410)
  • Patent number: 11724978
    Abstract: In a method for oxidizing 1,1-bis-(3,4-dimethylphenyl)-alkane with nitric acid in a pressure vessel to produce 3,3?,4,4?-benzophenone tetracarboxylic acid with concurrent formation of nitric oxide, passing nitric oxide from the pressure vessel into an absorption vessel and reacting nitric oxide in the absorption vessel with molecular oxygen and water to produce an aqueous nitric acid solution prevents discharge of nitric oxide, avoids the risk of oxygen inhibiting the nitric acid oxidation and reduces nitric acid consumption when the nitric acid from the absorption vessel is used for oxidizing the 1,1-bis-(3,4-dimethylphenyl)-alkane.
    Type: Grant
    Filed: December 15, 2020
    Date of Patent: August 15, 2023
    Assignee: EVONIK FIBRES GMBH
    Inventor: Harald Rögl
  • Patent number: 11571673
    Abstract: A fluid distributor includes one or more fluid transport main pipe. The fluid transport main pipe is configured to assume a closed shape when its centerlines and/or centerline extensions are joined end-to-end. Each of the fluid transport main pipe has at least one fluid inlet and is connected with a plurality of fluid transport branch pipes. Each of the fluid transport branch pipes has a plurality of open pores disposed along the length of the fluid transport branch pipe and a connection portion. The connection portion is configured to connect the fluid transport branch pipe to the housing after the fluid transport branch pipe passes through the housing of the vessel into the inner cavity.
    Type: Grant
    Filed: November 9, 2018
    Date of Patent: February 7, 2023
    Assignees: China Petroleum & Chemical Corporation, Shanghai Research Institute of Petrochemical Technology SINOPEC
    Inventors: Le Zhao, Lianghua Wu
  • Patent number: 10000435
    Abstract: A continuous process for oxidizing a di-alkyl substituted aromatic compound with compressed air in a primary bubble column reactor; including removing a portion of the three phase reaction medium to a post-oxidation bubble column unit supplied with compressed air separating the post oxidation reaction medium to an overhead gas and an underflow slurry; collecting overhead gases from the oxidation reactors and the de-gassing unit and conducting the combined overhead gases to a water removal column (WRC); transferring the underflow slurry from the de-gassing unit to a digestion unit to effect further oxidation without addition of air to the digestion unit; removing overhead gases to the water removal column; crystallizing the final oxidation slurry; and filtering the slurry on a rotary pressure filter; wherein a portion of the energy of the off gas from the WRC is employed to drive an air compressor to supply the compressed air for oxidation.
    Type: Grant
    Filed: February 28, 2017
    Date of Patent: June 19, 2018
    Assignee: GRUPO PETROTEMEX, S.A. DE C.V.
    Inventors: José Gabriel Quintero Barajas, Pamela Shantal Ramírez Sosa, Alfredo Escobar López, Verona Medina Valencia, Arturo Bulbarela Croda, Bertha Morán Delgado
  • Patent number: 9212121
    Abstract: Processes for producing terephthalic acid are disclosed, the processes including a step of combining in a reaction medium para-xylene, a solvent comprising water and a saturated organic acid having from 2-4 carbon atoms, and an oxygen-containing gas, at a temperature for example from about 145° C. to about 175° C., in the presence of a catalyst composition comprising cobalt, manganese, zirconium, and bromine, wherein the zirconium is present in the reaction medium in an amount, for example, from 1 ppm to 50 ppm with respect to the weight of the liquid in the reaction medium.
    Type: Grant
    Filed: September 24, 2013
    Date of Patent: December 15, 2015
    Assignee: EASTMAN CHEMICAL COMPANY
    Inventors: David Milton Lange, Ashfaq Shahanawaz Shaikh, Patrice L. Riesenberg, Mesfin Ejerssa Janka
  • Patent number: 9199906
    Abstract: Processes for producing isophthalic acid are disclosed, the processes including a step of combining in a reaction medium meta-xylene, a solvent comprising water and a saturated organic acid having from 2-4 carbon atoms, and an oxygen-containing gas, at a temperature for example from about 145° C. to about 175° C., in the presence of a catalyst composition comprising cobalt, manganese, zirconium, and bromine, wherein the zirconium is present in the reaction medium in an amount, for example, from about 1 ppm to 50 ppm with respect to the weight of the liquid in the reaction medium.
    Type: Grant
    Filed: September 24, 2013
    Date of Patent: December 1, 2015
    Assignee: EASTMAN CHEMICAL COMPANY
    Inventors: Ashfaq Shahanawaz Shaikh, David Milton Lange, William Lee Cook, Mesfin Ejerssa Janka
  • Patent number: 9040747
    Abstract: An object of the present invention is to provide a substance characterized by ability to reduce oxidized coenzyme Q10 and ability to stabilize reduced coenzyme Q10, which contains nutrients, has a favorable taste, and is excellent in general versatility, and a method for using the same. The present invention relates to a method for producing reduced coenzyme Q10 comprising reducing oxidized coenzyme Q10 with a particular amino acid. The present invention also relates to a method for stabilizing reduced coenzyme Q10 in the presence of a particular amino acid and a composition stabilized by the method.
    Type: Grant
    Filed: October 15, 2010
    Date of Patent: May 26, 2015
    Assignee: Kaneka Corporation
    Inventors: Takaaki Jikihara, Takao Yamaguchi, Shiro Kitamura, Yasuyoshi Ueda
  • Publication number: 20150099898
    Abstract: A process for oxidizing alkyl aromatic compounds is described. The alkyl aromatic compound is oxidized producing an aromatic carboxylic acid, and an aromatic amide compound. The aromatic amide compound is then hydrolyzed with a hydrolyzing agent to the aromatic carboxylic acid.
    Type: Application
    Filed: October 8, 2013
    Publication date: April 9, 2015
    Applicant: UOP LLC
    Inventors: Avram M. Buchbinder, Alakananda Bhattacharyya, Tatsamai T. Jarusiripipat, Raymond Shih, Joel T. Walenga, Nina Kuznetsova
  • Patent number: 9000212
    Abstract: Provided by the present invention is a method for efficient oxidation of alcohols by using, as a catalyst for dehydrogenation oxidation, a ruthenium complex which can be easily produced and easily handled and is obtainable at a relatively low cost. The invention relates to a method of producing a compound having a carbonyl group by dehydrogenation oxidation of alcohols by using as a catalyst the ruthenium carbonyl complex represented by the following general formula (1) RuXY(CO)(L) (1) (in the general formula (1), X and Y may be the same or different from each other and represent an anionic ligand, and L represents a tridentate aminodiphosphine ligand).
    Type: Grant
    Filed: April 18, 2012
    Date of Patent: April 7, 2015
    Assignee: Takasago International Corporation
    Inventors: Taichiro Touge, Kunimori Aoki, Hideki Nara, Wataru Kuriyama
  • Publication number: 20140303374
    Abstract: Provided by the present invention is a method for efficient oxidation of alcohols by using, as a catalyst for dehydrogenation oxidation, a ruthenium complex which can be easily produced and easily handled and is obtainable at a relatively low cost. The invention relates to a method of producing a compound having a carbonyl group by dehydrogenation oxidation of alcohols by using as a catalyst the ruthenium carbonyl complex represented by the following general formula (1) RuXY(CO)(L) (1) (in the general formula (1), X and Y may be the same or different from each other and represent an anionic ligand, and L represents a tridentate aminodiphosphine ligand).
    Type: Application
    Filed: April 18, 2012
    Publication date: October 9, 2014
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro Touge, Kunimori Aoki, Hideki Nara, Wataru Kuriyama
  • Patent number: 8759571
    Abstract: A process for oxidizing an alkyl-aromatic compound is described. The process includes oxidizing the alkyl-aromatic compound to produce a first oxidation product; contacting at least a portion of the first oxidation product, a solvent comprising an ionic liquid, a bromine source, a catalyst, and an oxidizing agent to produce a second oxidation product comprising at least one of an aromatic alcohol, an aromatic aldehyde, an aromatic ketone, and an aromatic carboxylic acid.
    Type: Grant
    Filed: December 29, 2011
    Date of Patent: June 24, 2014
    Assignee: UOP LLC
    Inventors: Alakananda Bhattacharyya, Joel T. Walenga
  • Publication number: 20120215025
    Abstract: In a process for oxidizing a hydrocarbon, the hydrocarbon is contacted with oxygen in the presence of an N-substituted cyclic imide and under conditions to oxidize the hydrocarbon to produce an oxidized hydrocarbon product and at least one decomposition product of the N-substituted cyclic imide. At least a portion of the at least one decomposition product is contacted with hydroxylamine or a salt thereof under conditions to convert the at least one decomposition product back to said imide.
    Type: Application
    Filed: September 30, 2010
    Publication date: August 23, 2012
    Applicant: EXXONMOBIL CHEMICAL PATENTS INC.
    Inventors: Jihad M. Dakka, Stephen Zushma, Nicolas P. Coute, Francisco M. Benitez, Edmund J. Mozeleski
  • Patent number: 8115029
    Abstract: Oxidations of hydrocarbons, cycloalkanes and alkenes, arylalkanes, and a variety of other organic substrates are accomplished by cobalt-N-hydroxysuccinimide co-catalyzed reactions with dioxygen under unusually mild, near ambient conditions of temperature and pressure. The improved safety of the oxidation method and the high yields of product obtained make use of a unique combination of cobalt (II) complexes with N-hydroxysuccinimide. These autoxidation reactions do not have prolonged initiation times. Many of these reactions can be safely performed under normal chemical laboratory conditions and do not require specialized equipment or reagents.
    Type: Grant
    Filed: November 2, 2007
    Date of Patent: February 14, 2012
    Assignee: University of Kansas
    Inventors: Richard S. Givens, Chi Cheng Ma, Daryle H. Busch, Bala Subramaniam, Bhuma Rajagopalan
  • Patent number: 7959879
    Abstract: Disclosed is an optimized process and apparatus for more efficiently producing aromatic dicarboxylic acids (e.g., terephthalic acid). In one embodiment the process/apparatus reduces costs by recovering and purifying residual terephthalic acid present in the liquid phase of an initial oxidation slurry. In another embodiment the process apparatus reduces costs associated with hydrogenation by forming a final composite product containing unhydrogenated acid particles.
    Type: Grant
    Filed: March 18, 2008
    Date of Patent: June 14, 2011
    Assignee: Grupo Petrotemex, S.A. de C.V.
    Inventors: Robert Lin, Marcel de Vreede
  • Patent number: 7772424
    Abstract: Disclosed is an optimized system for more efficiently and economically producing terephthalic acid. The system employs an evaporative removal step downstream of oxidative digestion. The evaporative removal step removes a portion of the liquid phase and promotes precipitation of certain aromatic impurities. By promoting precipitation of certain aromatic impurities, the amount of the precipitated impurities in the recycled solvent is advantageously reduced.
    Type: Grant
    Filed: March 1, 2006
    Date of Patent: August 10, 2010
    Assignee: Eastman Chemical Company
    Inventors: Alan George Wonders, Ronald Buford Sheppard, Thomas Earl Woodruff, Martin De Boer, Raymond Elbert Fogle, Philip Edward Gibson, Kenny Randolph Parker
  • Publication number: 20090156834
    Abstract: There is provided a continuous process for making 2,2-bis(3,4-dicarboxyphenyl)hexafluoropropane. The process has the following steps: a) continuously feeding 2,2-bis(3,4-dimethylphenyl)hexafluoropropane and aqueous nitric acid into a reactor cell and b) heating the mixture to a temperature sufficient to effect reaction between the 2,2-bis(3,4-dimethylphenyl)hexafluoropropane and the nitric acid.
    Type: Application
    Filed: December 3, 2008
    Publication date: June 18, 2009
    Inventors: Andreas Kanschik-Conradsen, Bjoern Oliver Jackisch, Ralph Lonsky
  • Patent number: 7371893
    Abstract: A description is given of a process for preparing aldehydes, carboxylic acids and/or carboxylic anhydrides, in particular phthalic anhydride, in which a gaseous stream comprising an aromatic hydrocarbon and molecular oxygen is passed at elevated temperature over a bed of a first catalyst and a bed which is made up of a second catalyst having a higher activity than the first catalyst and is located downstream of the first catalyst in the flow direction of the gaseous stream, wherein the catalytically active composition of the first catalyst comprises at least vanadium oxide, titanium dioxide and antimony oxide and the ratio of vanadium, calculated as V2O5, to antimony, calculated as Sb2O3, in the first catalyst is from 3.5:1 to 5:1. The source of antimony oxide used for the first catalyst is preferably particulate antimony trioxide having a mean particle size of from 0.5 to 5 ?m. The process allows the desired oxidation products to be obtained in high yield over longer periods of time.
    Type: Grant
    Filed: May 21, 2004
    Date of Patent: May 13, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Sebastian Storck, Jürgen Zühlke, Samuel Neto, Frank Rosowski
  • Patent number: 7326808
    Abstract: Disclosed is an optimized system for more efficiently and economically producing terephthalic acid. A solvent purification system is employed to remove of at least one aromatic impurity present in a solvent purification feed. At least about 20 weight percent of the solvent purification feed originates from a cooled, post-digestion, TPA-containing slurry.
    Type: Grant
    Filed: March 1, 2006
    Date of Patent: February 5, 2008
    Assignee: Eastman Chemical Company
    Inventors: Alan George Wonders, Ronald Buford Sheppard, Martin De Boer, Lee Reynolds Partin, Raymond Elbert Fogle
  • Publication number: 20070276155
    Abstract: This invention relates to a process for the manufacture of aromatic carboxylic acids by exothermic liquid phase oxidation of an aromatic feedstock. More particularly, this invention relates to the efficient energy recovery of the exotherm produced by the liquid phase oxidation of an aromatic feedstock. Also, this invention relates to the efficient energy recovery of the exotherm produced by the liquid phase oxidation of an aromatic feedstock while also utilizing the heat from the energy of oxidation to efficiently remove water resulting from the exothermic oxidation reaction.
    Type: Application
    Filed: May 24, 2006
    Publication date: November 29, 2007
    Inventors: Timothy Alan Upshaw, Ronald Buford Sheppard
  • Publication number: 20070270609
    Abstract: A method for producing naphthalenedicarboxylic acid comprising the steps of: dissolving 2,6-dimethylnaphthalene in acetic acid solvent; oxidizing the product from the dissolution process using oxygen and a diluent gas; crystallizing naphthalenedicarboxylic acid that has been produced from the oxidation process; and separating the crystallized naphthalenedicarboxylic acid, wherein the amount of the diluent gas being discharged from and recycled to the oxidation process is controlled during the oxidation process, and the amount of mother liquor being recycled to the dissolution process after crystallization is controlled during the separation process, is provided.
    Type: Application
    Filed: August 2, 2006
    Publication date: November 22, 2007
    Applicant: HYOSUNG CORPORATION
    Inventors: Yang-Ho Chenon, Young-Gye Choi, Ik-Hyun Kwon
  • Publication number: 20070244340
    Abstract: Disclosed is an optimized system for more efficiently and economically producing terephthalic acid. The system employs an evaporative removal step downstream of oxidative digestion. The evaporative removal step removes a portion of the liquid phase and promotes precipitation of certain aromatic impurities. By promoting precipitation of certain aromatic impurities, the amount of the precipitated impurities in the recycled solvent is advantageously reduced.
    Type: Application
    Filed: March 1, 2006
    Publication date: October 18, 2007
    Inventors: Alan George Wonders, Ronald Buford Sheppard, Thomas Earl Woodruff, Martin De Boer, Raymond Elbert Fogle, Philip Edward Gibson, Kenny Randolph Parker
  • Publication number: 20070238898
    Abstract: The utilization amount of steam generated by heat recovery tends to decrease in a production process of an organic acid when the concentration of an organic acid solution obtained in a step of collecting an organic acid with a solvent such as water become high. The purpose of the invention is to find an advantageous method for effectively utilizing reaction heat and contribute to global environmental preservation and saving product costs. The present invention provides a production method of an organic acid comprising carrying out a gas-phase catalytic oxidation reaction of raw material gas at the temperature from 250° C. to 450° C.
    Type: Application
    Filed: April 6, 2007
    Publication date: October 11, 2007
    Inventor: Hajime Matsumoto
  • Publication number: 20070219392
    Abstract: Disclosed is an optimized system for more efficiently and economically producing terephthalic acid. The system includes an novel method for heating the slurry and/or reaction medium subjected to oxidative digestion.
    Type: Application
    Filed: March 1, 2006
    Publication date: September 20, 2007
    Inventors: Alan George Wonders, Robert Lin, Leigh A. Alexander, Thomas Michael Pell
  • Publication number: 20070219393
    Abstract: Disclosed is an optimized system for more efficiently and economically producing terephthalic acid. The system includes an oxidative digestion reactor/zone configured to provide optimized residence time distribution for the solid and liquid phases of the reaction medium processed therein.
    Type: Application
    Filed: March 1, 2006
    Publication date: September 20, 2007
    Inventors: Robert Lin, Ruairi Seosamh O'Meadhra, Alan George Wonders, Thomas Michael Pell
  • Publication number: 20070208195
    Abstract: Disclosed are processes and apparatus for producing a carboxylic acid. The processes employ a concentration section disposed before and/or after a product isolation section, which allows for oxidation byproducts produced in the process to exit the product isolation section with the isolated carboxylic acid product and/or to be combined with the isolated carboxylic acid product downstream of the product isolation section at a rate of at least about 15 percent of the net make rate of the oxidation byproducts in the production process.
    Type: Application
    Filed: February 12, 2007
    Publication date: September 6, 2007
    Inventors: Philip Edward Gibson, Kenny Randolph Parker
  • Publication number: 20070203361
    Abstract: Disclosed is a process and apparatus for treating a purge stream in a carboxylic acid production process. The process employs a purge process that allows for the separation of oxidation byproducts into benzoic acid and non-benzoic acid oxidation byproducts, thus providing flexibility in the treatment and use of such oxidation byproducts.
    Type: Application
    Filed: January 19, 2007
    Publication date: August 30, 2007
    Inventors: Kenny Randolph Parker, Philip Edward Gibson
  • Publication number: 20070203360
    Abstract: Disclosed is a process and apparatus for treating a purge stream in a carboxylic acid production process. The process employs a purge process that allows for the separation of oxidation byproducts into benzoic acid and non-benzoic acid oxidation byproducts, thus providing flexibility in the treatment and use of such oxidation byproducts.
    Type: Application
    Filed: January 19, 2007
    Publication date: August 30, 2007
    Inventors: Philip Edward Gibson, Kenny Randolph Parker
  • Publication number: 20070203359
    Abstract: Disclosed is a process and apparatus for treating a purge stream in a carboxylic acid production process. The process employs a purge process that allows for the separation of oxidation byproducts into benzoic acid and non-benzoic acid oxidation byproducts, thus providing flexibility in the treatment and use of such oxidation byproducts.
    Type: Application
    Filed: January 19, 2007
    Publication date: August 30, 2007
    Inventors: Philip Edward Gibson, Kenny Randolph Parker
  • Publication number: 20070179312
    Abstract: Disclosed is a process to produce a purified carboxylic acid product. The process comprises removing impurities from a crude carboxylic acid slurry in a solid-liquid displacement zone to form a slurry product. The slurry product if further treated in a staged oxidation zone.
    Type: Application
    Filed: January 17, 2007
    Publication date: August 2, 2007
    Inventors: Ruairi Seosamh O'Meadhra, Robert Lin
  • Patent number: 7094925
    Abstract: A process for the oxidation of an alkyl-aromatic compound, wherein the aromatic compound is admixed with an oxidising agent or sulfur compound in the presence of an ionic liquid is described. In this process, air, dioxygen, peroxide, superoxide, any other form of active oxygen, nitrite, nitrate, nitric acid or other oxides (or oxyhalides) of nitrogen (hydrate or anhydrous) are preferably used as the oxidising agent. The process is usually under Bronsted acidic conditions. The product of the oxidation reaction is preferably a carboxylic acid or ketone or an intermediate compound in the oxidation such as an aldehyde, or alcohol. The oxidation is preferably performed in an ionic liquid containing an acid promoter such as methanesulfonic acid.
    Type: Grant
    Filed: October 5, 2001
    Date of Patent: August 22, 2006
    Assignee: The Queen's University of Belfast
    Inventors: Martyn John Earle, Suhas Prabhakar Katdare
  • Patent number: 7094923
    Abstract: The present invention relates to the preparation of nitrobenzoic acids by oxidizing particular nitrotoluenes, nitrobenzyl alcohols, esters and/or ethers in the presence of nitric acid at elevated temperature and elevated pressure. It has been found that the particular nitrotoluenes, nitrobenzyl alcohols, esters and/or ethers may be oxidized particularly reliably and in high yields using nitric acid to the benzoic acid derivatives when they are metered into the nitric acid.
    Type: Grant
    Filed: March 17, 2005
    Date of Patent: August 22, 2006
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Langer, Lars Rodefeld, Karl Heinz Neumann
  • Patent number: 6933406
    Abstract: The present invention relates to a process for the preparation of 2-halo-6-nitrobenzoic acids by oxidation of 2-halo-6-nitro-benzyl alcohols, esters, ethers, or mixtures thereof with nitric acid and to the use of this process as a step in the preparation of 2-halo-6-nitrobenzoic acids from 2-halo-6-nitrotoluenes.
    Type: Grant
    Filed: June 6, 2000
    Date of Patent: August 23, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Langer, Alexander Klausener
  • Patent number: 6921822
    Abstract: The present invention relates to a process for preparing stereoisomerically enriched 4-aryl-4-hydroxybutanoic acid derivatives by reducing 4-aryl-4-ketobutanoic acid derivatives in the presence of ruthenium-containing catalysts.
    Type: Grant
    Filed: June 9, 2003
    Date of Patent: July 26, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Christian Militzer, Boris Bosch, Markus Eckert, Benjamin Meseguer
  • Patent number: 6900349
    Abstract: The present invention relates to the preparation of nitrobenzoic acids by oxidizing particular nitrotoluenes, nitrobenzyl alcohols, esters and/or ethers in the presence of nitric acid at elevated temperature and elevated pressure. It has been found that the particular nitrotoluenes, nitrobenzyl alcohols, esters and/or ethers may be oxidized particularly reliably and in high yields using nitric acid to the benzoic acid derivatives when they are metered into the nitric acid.
    Type: Grant
    Filed: March 30, 2001
    Date of Patent: May 31, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Langer, Lars Rodefeld, Karl Heinz Neumann
  • Patent number: 6440327
    Abstract: Compositions and methods for inhibiting scale are provided. Pursuant to the present invention, a composition for inhibiting scale is provided that includes a carbohydrate polymer having both nitrogen-containing groups and carboxyl groups. The nitrogen-containing groups include amino groups, amido groups and mixtures thereof. The present invention has been found useful for inhibiting scale in industrial waters, such as, pulp bleach plant process waters which contain calcium oxalate and barium sulfate scale.
    Type: Grant
    Filed: January 31, 2001
    Date of Patent: August 27, 2002
    Assignee: Ondeo Nalco Company
    Inventors: Sergey M. Shevchenko, Prasad Y. Duggirala
  • Publication number: 20010034459
    Abstract: The invention relates to a process for preparing a compound of the formula (I) 1
    Type: Application
    Filed: December 21, 2000
    Publication date: October 25, 2001
    Inventors: Andreas Meudt, Stefan Scherer, Antje Norenberg, Peter Koch, Steffen Haber
  • Patent number: 6114574
    Abstract: A process for converting alkyl-substituted aromatic hydrocarbons, such as p-xylene or 2,6-dimethyl naphthalene to their corresponding dicarboxylic acids is disclosed, said process comprising contacting the alkyl-substituted aromatic hydrocarbon with a gaseous mixture containing oxygen, NOx, where x is 1 or 2, and an inert gas, and heating the resulting mixture at a temperature from 90 .degree. C. to 250 .degree. C. and at a pressure of from 300 psi to 2500 psi for a period of time sufficient to convert the alkyl substitutents on the aromatic hydrocarbons to carboxyl groups.
    Type: Grant
    Filed: May 18, 1999
    Date of Patent: September 5, 2000
    Assignee: The Penn State Research Foundation
    Inventors: Ayusman Sen, Anne Pifer
  • Patent number: 6020522
    Abstract: A methyl group-containing aromatic compound having a phenolic hydroxyl group protected by a protecting group, is oxidized with oxygen to provide an aromatic hydroxycarboxylic acid derivative. The protecting group includes, for example, an acyl group.
    Type: Grant
    Filed: May 11, 1998
    Date of Patent: February 1, 2000
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Ishii, Tatsuya Nakano
  • Patent number: 5980801
    Abstract: Methods for oxidizing a hydrocarbon to an intermediate oxidation product by utilizing an activated initiator. The initiator is activated by partially oxidizing a first mixture of the initiator and a hydrocarbon, which mixture contains a rather large amount of initiator. The first mixture may even be just initiator. The first mixture, after the partial oxidation, is mixed with a second mixture containing hydrocarbon and a smaller amount of initiator. The second mixture may even contain no initiator at all. The oxidation is continued to a desired degree. Preferably, at least one of the two mixtures, and even more preferably both reaction mixtures contain an oxidation catalyst and an acidic solvent.
    Type: Grant
    Filed: June 25, 1998
    Date of Patent: November 9, 1999
    Assignee: Twenty-First Century Research Corporation
    Inventors: Mark W. Dassel, Eustathios Vassiliou, David C. DeCoster, Ader M. Rostami
  • Patent number: 5939581
    Abstract: Processes for preparing aromatic carboxylic acids. Cinnamaldehyde is hydrogenated to produce a mixture of hydrogenation products, namely, hydrocinnamaldehyde and hydrocinnamic alcohol. The mixture is then oxidized using a suitable oxidizing agent to substantially completely convert both hydrocinnamaldehyde and hydrocinnamic alcohol to hydrocinnamic acid.
    Type: Grant
    Filed: August 20, 1997
    Date of Patent: August 17, 1999
    Assignee: First Chemical Corporation
    Inventors: August John Muller, Joseph Stanton Bowers, Jr., John Robert Ira Eubanks, Carey Cecil Geiger, John Gabriel Santobianco
  • Patent number: 5824819
    Abstract: Methods for oxidizing a hydrocarbon to an intermediate oxidation product by utilizing an activated initiator. The initiator is activated by partially oxidizing a first mixture of the initiator and a hydrocarbon, which mixture contains a rather large amount of initiator. The first mixture may even be just initiator. The first mixture, after the partial oxidation, is mixed with a second mixture containing hydrocarbon and a smaller amount of initiator. The second mixture may even contain no initiator at all. The oxidation is continued to a desired degree. Preferably, at least one of the two mixtures, and even more preferably both reaction mixtures contain an oxidation catalyst and an acidic solvent.
    Type: Grant
    Filed: May 21, 1997
    Date of Patent: October 20, 1998
    Assignee: Twenty-First Century Research Corporation
    Inventors: Mark W. Dassel, Eustathios Vassiliou, David C. DeCoster, Ader M. Rostami
  • Patent number: 5633399
    Abstract: A process for the preparation of 2-chloro-4,5-difluorobenzoic acid and 2,4,5-trifluorobenzoic acid as well as synthetic intermediates useful in and prepared according thereto, comprising reacting a nitrobenzene having the formula ##STR1## wherein X is chloro or fluoro, with an appropriate carbanion to form a compound having the formula ##STR2## wherein one of Y and Z is chloro and the other is nitro, and R is a radical selected from the group consisting of --CCl.sub.3, --CH.sub.2 NO.sub.2, --CH(NO.sub.2)R.sup.1, --CH(CO.sub.2 R.sup.1).sub.2, --CH(C(O)R.sup.2).sub.2, --CH(CN)CO.sub.2 R.sup.1, --CH(CO.sub.2 R.sup.1)COR.sup.2 and --COR.sup.2 where R.sup.1 is alkyl or arylalkyl and R.sup.2 is alkyl, aryl or arylalkyl and, where appearing more than once in such a radical, R.sup.1 and R.sup.2 may be the same or different at each occurrence.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: May 27, 1997
    Assignee: Abbott Laboratories
    Inventors: Xiu C. Wang, Panos Kalaritis, Michelle L. Chang
  • Patent number: 5424481
    Abstract: A process for preparing methylsulfonylbenzoic acids comprises oxidizing the corresponding methylsulfonyltoluenes with nitric acid and air in sulfuric acid in the presence of vanadium or cobalt compounds.
    Type: Grant
    Filed: October 13, 1993
    Date of Patent: June 13, 1995
    Assignee: BASF Aktiengesellschaft
    Inventor: Helmut Hagen
  • Patent number: 5387699
    Abstract: The invention relates to a process for preparing pyromellitic dianhydride (PMDA) by heterogeneously catalyzed oxidation in the gas phase by means of a gas containing molecular oxygen. The process involves oxidizing benzaldehydes which are 2,4,5-trialkylated by C.sub.1 - to C.sub.3 -alkyl groups or mixtures of benzaldehydes which are 2,4,5-trialkylated by C.sub.1 - to C.sub.3 -alkyl groups and benzenes which are 1,2,4,5-tetraalkylated by C.sub.1 - to C.sub.3 -alkyl groups in the presence of a catalyst. The catalyst contains as active components 5% to 95% by weight of one or more transition-metal oxides of sub-group IV of the Periodic Table of the Elements, from 1% to 50% by weight of one or more transition-metal oxides of sub-group V of the Periodic Table of the Elements.
    Type: Grant
    Filed: December 22, 1993
    Date of Patent: February 7, 1995
    Assignee: Industrie GmbH
    Inventors: Werner Wagner, Frank Muller, Hans-Jurgen Eberle, Franz Grundei
  • Patent number: 5245058
    Abstract: 1-Nitroanthraquinone-2-carboxylic acids of the general formula I ##STR1## where X is hydrogen, chlorine or bromine, are prepared by oxidizing a 1-nitro-2-methylanthraquinone of the general formula II ##STR2## with nitric acid in an organic reaction medium.
    Type: Grant
    Filed: August 27, 1992
    Date of Patent: September 14, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Hagen, Jacques Dupuis, Michael Acker, Udo Bergmann
  • Patent number: 5198575
    Abstract: Nitrobenzoic acids I ##STR1## (X.sup.1, X.sup.2 =fluorine, chlorine, bromine, hydrogen or nitro) are prepared by oxidizing the corresponding nitrotoluene II ##STR2## with nitric acid in the presence of sulfuric acid and vanadium(V) compounds, and anthranilic acids III ##STR3## (Y.sup.1, Y.sup.2 =fluorine, chlorine, bromine, hydrogen or amino) are prepared from the nitrobenzoic acids I by reduction.
    Type: Grant
    Filed: July 13, 1992
    Date of Patent: March 30, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Hagen, Jacques Dupuis
  • Patent number: 5036013
    Abstract: A method is provided for converting coal to low molecular weight organic compounds comprising combining an aqueous solution of an aqueous-soluble polymeric coal substrate with a lignin peroxidase, oxygen and hydrogen peroxide. The invention is exemplified using the lignin peroxidase from Phanerochaete chrysosporium. Also provided are aqueous-soluble polymeric coal substrates suitable for lignin peroxidase-catalyzed depolymerization and methods of preparing such substrates. Finally, a method is provided for isolating the lignin peroxidase from mycelia-free, unconcentrated media of cultures of P. chrysosporium producing the enzyme.
    Type: Grant
    Filed: September 21, 1990
    Date of Patent: July 30, 1991
    Assignee: The Salk Institute Biotechnology/Industrial Associates, Inc.
    Inventors: Willis A. Wood, Lillian M. Wondrack
  • Patent number: 4912233
    Abstract: Disclosed are a para- or meta-terphenyl-3,4,3",4"-tetracarboxylic acid or a dianhydride and a process for preparing the same. The para- or meta-terphenyl-3,4,3",4"-tetracarboxylic acid or a dianhydride thereof according to the present invention is a novel compound which is useful as a raw material for a polyimide having higher heat resistance and so on.
    Type: Grant
    Filed: October 21, 1988
    Date of Patent: March 27, 1990
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Tohru Kikuchi, Toshiyuki Fujita, Takayuki Saito
  • Patent number: 4454345
    Abstract: The invention relates to a process of preparing 2,5-dichloro-3-nitrobenzoic acid by reacting 1,4-dimethyl-2,5-dichloro-3-nitrobenzene with aqueous nitric acid.
    Type: Grant
    Filed: September 27, 1979
    Date of Patent: June 12, 1984
    Assignee: Union Carbide Corporation
    Inventor: Albert M. V. Jacques
  • Patent number: 4384134
    Abstract: A process for preparing a coal derivative comprising a mixture of monocyclic, polycyclic, multifunctional carboxylic acids which comprises contacting an aqueous slurry containing coal with aqueous nitric acid and then drying the resulting product to remove water therefrom.
    Type: Grant
    Filed: August 6, 1981
    Date of Patent: May 17, 1983
    Assignee: Gulf Research & Development Company
    Inventors: Johann G. Schulz, Daniel Margosian
  • Patent number: 4382146
    Abstract: A mixture of polycyclic, aromatic polycarboxylic acids carrying nuclear nitro groups that is substantially soluble in an azeotropic mixture of methyl ethyl ketone and ethanol but substantially insoluble in water, and a process for preparing the mixture of polycyclic, aromatic polycarboxylic acids.
    Type: Grant
    Filed: March 11, 1982
    Date of Patent: May 3, 1983
    Assignee: Gulf Research & Development Company
    Inventor: Johann G. D. Schulz