Of Carboxylic Acid Or Ester Patents (Class 562/524)
  • Patent number: 11752211
    Abstract: The invention provides a conjugate comprising a biomolecule linked to a fatty acid via a linker wherein the fatty acid has the following Formulae A1, A2 or A3: wherein R1, R2, R3, R4, Ak, n, m and p are defined herein. The invention also relates to a method for manufacturing the conjugate of the invention such as GDF15 conjugate, and its therapeutic uses such as treatment or prevention of metabolic disorders or diseases, type 2 diabetes mellitus, obesity, pancreatitis, dyslipidemia, alcoholic and nonalcoholic fatty liver disease/steatohepatitis and other progressive liver diseases, insulin resistance, hyperinsulinemia, glucose intolerance, hyperglycemia, metabolic syndrome, hypertension, cardiovascular disease, atherosclerosis, peripheral arterial disease, stroke, heart failure, coronary heart disease, diabetic complications (including but not limited to chronic kidney disease), neuropathy, gastroparesis and other metabolic disorders.
    Type: Grant
    Filed: June 1, 2020
    Date of Patent: September 12, 2023
    Assignee: Novartis AG
    Inventors: Alexandra Marshall Bruce, Aaron Kanter, Aimee Richardson Usera, Jun Yuan, Frederic Zecri
  • Patent number: 9604898
    Abstract: The present invention relates to methods for safe and efficient use of hydrogen and oxygen in ozonolysis operations. The invention also relates to an ozonolysis process involving elements of both reductive and oxidative ozonolysis which are integrated in a continuous process. In one embodiment, the ozonolysis process of the present invention uses hydrogen and/or oxygen generated from water and electricity, which may be recycled to generate water and/or electricity.
    Type: Grant
    Filed: July 19, 2013
    Date of Patent: March 28, 2017
    Assignee: P2 Science, Inc.
    Inventors: Patrick Foley, Yonghua Yang
  • Patent number: 9035091
    Abstract: The present invention relates to methods for safe and efficient use of hydrogen and oxygen in ozonolysis operations. The invention also relates to an ozonolysis process involving elements of both reductive and oxidative ozonolysis which are integrated in a continuous process. In one embodiment, the ozonolysis process of the present invention uses hydrogen and/or oxygen generated from water and electricity, which may be recycled to generate water and/or electricity.
    Type: Grant
    Filed: July 19, 2013
    Date of Patent: May 19, 2015
    Assignee: P2 Science, Inc.
    Inventors: Patrick Foley, Yonghua Yang
  • Publication number: 20140316160
    Abstract: There is provided a hetero polyacid-based catalyst for methacrylic acid production, which is more excellent in performance, life and moisture absorption during storage, the catalyst being a catalyst for methacrylic acid production, wherein a proton is replaced so as to satisfy conditions of ?=A+(B×C) and 0.5???1.4 when the atomic ratio of the alkali metal atom relative to 10 atoms of Mo is taken as A and the atomic ratio of the copper atom relative to 10 atoms of Mo is taken as B in MoaPbVcCudYeZfOg where Y represents cesium or the like; Z represents iron or the like; and a to g represent each an atomic ratio of each element relative to 10 atoms of Mo.
    Type: Application
    Filed: November 16, 2012
    Publication date: October 23, 2014
    Applicant: NipponKayaku KabushikiKaisha
    Inventors: Takayuki Iijima, Tatsuhiko Kurakami, Eiji Nishimura, Tomoyuki Ejiri, Hideomi Sakai
  • Publication number: 20140171677
    Abstract: A method of isomerizing a substance includes combining a substance including a terminal alkenyl group and a substance including a fluorosulfonic acid group in a reaction mixture, and forming a substance including a 2-alkenyl group from the substance including a terminal alkenyl group in the reaction mixture. The method may be used to functionalize a substance, as the substance including a 2-alkenyl group can be reacted with a functionalizing agent to form a substance including a first functional group. The methods may be used to form a dicarboxylic acid, such as suberic acid, from a renewable feedstock.
    Type: Application
    Filed: November 26, 2013
    Publication date: June 19, 2014
    Applicant: Elevance Renewable Sciences, Inc.
    Inventors: Paul A. Bertin, Jordan R. Quinn
  • Patent number: 8716522
    Abstract: Methods are disclosed for producing, from renewable carbon sources, acetic acid in an economical manner. In particular, these methods are directed to the separation and recovery of acetic acid as a substantial product (e.g., as much as 5% by weight or more) of biomass pyrolysis. For a given commercial biomass pyrolysis unit, the acetic acid yield can represent a significant quantity of that used in a major industrial applications such as purified terephthalic acid (PTA) production. According to some embodiments, pyrolysis conditions and/or flow schemes advantageously improve the recovery of acetic acid for a given purity level.
    Type: Grant
    Filed: December 30, 2010
    Date of Patent: May 6, 2014
    Assignee: UOP LLC
    Inventor: Joseph Anthony Kocal
  • Patent number: 8710156
    Abstract: The invention relates to functionalized, telechelic polymers synthesized by enzymatic catalysis and methods, and the functionalization of polymers via Michael addition with a lipase catalyst, and the crosslinking of mono- or difunctional (telechelic) polymers made by enzymatic catalysis, such as by using multifunctional coupling agents and enzyme catalysts. Quantitative transesterification of vinyl methacrylate with poly(ethylene glycol), poly(isobutylene) and poly(dimethylsiloxane) was achieved using Candida antarctica lipase B. In addition, methacrylate-functionalized poly(ethylene glycol) monomethyl ether has been successfully coupled to aminoethoxy poly(ethylene glycol) monomethyl ether via Michael addition using Candida antarctica lipase B. Amine-functionalized poly(ethylene glycol)s have also been used for the preparation of poly(ethylene glycol)-based dendrimers and gels through Michael addition of the polymer onto triacryloyl hexahydro-triazine using the same enzyme.
    Type: Grant
    Filed: March 26, 2010
    Date of Patent: April 29, 2014
    Inventors: Judit E. Puskas, Mustafa Yasin Sen
  • Patent number: 8703999
    Abstract: Disclosed is a process for the production and purification of glycolic acid or glycolic acid derivatives by the carbonylation of methylene dipropionate in the presence of a solid acid catalyst and propionic acid. This invention discloses hydrocarboxylations and corresponding glycolic acid separations wherein the propionic acid stream is readily removed from the glycolic acid and the propionic acid is recycled.
    Type: Grant
    Filed: March 27, 2012
    Date of Patent: April 22, 2014
    Assignee: Eastman Chemical Company
    Inventors: Scott Donald Barnicki, Robert Thomas Hembre, Stephen Neal Falling, Mesfin Ejerssa Janka, Kelley Margaret Moran
  • Publication number: 20140031584
    Abstract: The present invention relates to methods for safe and efficient use of hydrogen and oxygen in ozonolysis operations. The invention also relates to an ozonolysis process involving elements of both reductive and oxidative ozonolysis which are integrated in a continuous process. In one embodiment, the ozonolysis process of the present invention uses hydrogen and/or oxygen generated from water and electricity, which may be recycled to generate water and/or electricity.
    Type: Application
    Filed: July 19, 2013
    Publication date: January 30, 2014
    Inventors: Patrick Foley, Yonghua Yang
  • Patent number: 8586785
    Abstract: An object of the present invention is to provide a process for stably producing a catalyst for methacrylic acid production exhibiting high activity and high performance. The process for producing a catalyst for methacrylic acid production of the invention is characterized in that the water content of the catalyst ingredient powder for use in molding, temperature and humidity of a molding step, humidity and temperature of a baking step are individually controlled in the case where molding is performed by a coating method using an Mo—V—P—Cu-based hetero polyacid as an active ingredient and water or an alcohol and/or an aqueous solution of an alcohol as a binder.
    Type: Grant
    Filed: November 17, 2011
    Date of Patent: November 19, 2013
    Assignee: NipponKayaku KabushikiKaisha
    Inventors: Atsushi Sudo, Kazuo Shiraishi, Hideki Sugi, Hiroyoshi Nowatari, Fumio Sakai, Tomoaki Kobayashi, Tatsuhiko Kurakami
  • Publication number: 20120323011
    Abstract: There is provides a process for the preparation of a compound of formula (7): wherein R is an optionally substituted hydrocarbyl group or an optionally substituted heterocyclic group; provides that R is not a compound of Formula (a): wherein Ra represents an alkyl group, such as a C1-16 alkyl group, and preferably an isopropyl group; Rb represents an aryl group, preferably a 4-fluorophenyl group; Rc represents hydrogen, a protecting group or an alkyl group, such as a C1-16 alkyl group, and preferably a methyl group; and Rd represents hydrogen, a protecting group or a SO2Re group where Re is an alkyl group, such as a C1-16 alkyl group, and preferably a methyl group.
    Type: Application
    Filed: August 30, 2012
    Publication date: December 20, 2012
    Inventors: David John Moody, Jonathan William Wiffen
  • Patent number: 8309762
    Abstract: It is an object of this invention to provide a method for efficiently synthesizing monocarboxylic acid, dicarboxylic acid, and tricarboxylic acid with the use of unsaturated triacyl glycerol as a starting material and hydrogen peroxide as an oxidant. Such method comprises allowing unsaturated triacyl glycerol to react with hydrogen peroxide in the presence of a quaternary ammonium polybasic acid hydrogen salt and at least one member selected from the group consisting of tungstic acid, heterotungstic acid, and salts thereof.
    Type: Grant
    Filed: February 2, 2010
    Date of Patent: November 13, 2012
    Assignee: Toyota Jidosha Kabushiki Kaisha
    Inventors: Yoshihiro Kon, Kazuhiko Sato, Hideaki Yazawa, Chikara Ohto, Yukio Okamura
  • Patent number: 8222438
    Abstract: Process for the production of saturated monocarboxylic acids and triglycerides of saturated carboxylic acids having more than one acid functionstarting from non-modified vegetable oils containing triglycerides of unsaturated fattyacids, comprising the oxidative cleavage of the unsaturated fatty acids.
    Type: Grant
    Filed: May 9, 2008
    Date of Patent: July 17, 2012
    Assignee: Novamont S.p.A.
    Inventors: Catia Bastioli, Giampietro Borsotti, Alessandra Merlin, Tiziana Milizia
  • Publication number: 20120149939
    Abstract: Recovery of acid, and in particular acetic acid, in a vinyl acetate production process. Vinyl acetate production produces heavy ends that comprise acetate containing compounds, such as monomers and polymers. Acid preferably is recovered by hydrolyzing the heavy ends and separating the resulting hydrolyzed stream to recover acid formed from the from acetate containing compounds.
    Type: Application
    Filed: December 10, 2010
    Publication date: June 14, 2012
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventors: Ilias S. Kotsianis, Hannah E. Toomey, Stacey Somerville, Ismael Tejeda, Alba Lala, Thomas F. Orsak, Brett V. Memmott, Kevin Hanks, Deborah R. Repman, Victor J. Johnston, Mark A. Deimund
  • Patent number: 8148291
    Abstract: It is an object of the present invention to provide a catalyst having excellent performance and high mechanical strength for use in the production of methacrylic acid. A method for manufacturing a catalyst comprising essential active components of molybdenum, phosphorus, vanadium, cesium, ammonia, copper, and antimony for use in the production of methacrylic acid, comprising drying a slurry prepared by mixing a compound(s) containing the essential active components with water and then calcining the resulting dry powder and molding the calcined powder.
    Type: Grant
    Filed: June 8, 2011
    Date of Patent: April 3, 2012
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Atsushi Sudo, Tatsuhiko Kurakami, Toshitake Kojima, Shigeo Hayashimoto, Yasushi Kobayashi
  • Publication number: 20120065427
    Abstract: An object of the present invention is to provide a process for stably producing a catalyst for methacrylic acid production exhibiting high activity and high performance. The process for producing a catalyst for methacrylic acid production of the invention is characterized in that the water content of the catalyst ingredient powder for use in molding, temperature and humidity of a molding step, humidity and temperature of a baking step are individually controlled in the case where molding is performed by a coating method using an Mo—V—P—Cu-based hetero polyacid as an active ingredient and water or an alcohol and/or an aqueous solution of an alcohol as a binder.
    Type: Application
    Filed: November 17, 2011
    Publication date: March 15, 2012
    Applicant: NIPPONKAYAKU KABUSHIKIKAISHA
    Inventors: Atsushi Sudo, Kazuo Shiraishi, Hideki Sugi, Hiroyoshi Nowatari, Fumio Sakai, Tomoaki Kobayashi, Tatsuhiko Kurakami
  • Patent number: 8026277
    Abstract: Disclosed is a 2-methyl-2-pentenyl ester represented by the general formula (1) [wherein R represents a hydrogen atom or a hydrocarbon group having 1 to 9 carbon atoms which may have a substituent]. The compound has a new-type, unprecedented aroma and/or flavor, particularly a fruity, greenish or floral aroma and/or flavor. The compound can be added to a flavor or fragrance composition in an amount of 0.001 to 30 wt %. The flavor or fragrance composition can be added to a cosmetic product, a toiletry product, a bath agent, a food, a beverage or a pharmaceutical product in an amount of 0.0001 to 30 wt %. All of the compounds of the general formula (1) are novel, except for those compounds of the general formula (1) wherein R represents a methyl group, an isopropyl group, a phenyl group or a mesityl group.
    Type: Grant
    Filed: November 2, 2007
    Date of Patent: September 27, 2011
    Assignee: Takasago International Corporation
    Inventors: Takashi Aida, Tetsuya Nagasawa, Yuichiro Yamazaki
  • Publication number: 20110105789
    Abstract: A method for producing a catalyst for the preparation of methacrylic acid comprising a heteropolyacid compound containing phosphorus, molybdenum and an element X selected from the group consisting of potassium, rubidium, cesium and thallium and having an atomic ratio of the element X to molybdenum of 0.5:12 to 2:12, which method comprises the steps of mixing aqueous slurry A containing starting compounds of the heteropolyacid compound in which an atomic ratio of the element X to molybdenum is from 2:12 to 4:12, and aqueous slurry B containing starting compounds of the heteropolyacid compound in which an atomic ratio of the element X to molybdenum is from 0:12 to 0.5:12 to form a slurry mixture; heat-treating the slurry mixture at a temperature of 100° C. or higher; drying the slurry mixture; and calcining the dried mixture.
    Type: Application
    Filed: October 26, 2010
    Publication date: May 5, 2011
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Toshiaki MIYATAKE, Junji SHIBATA, Eiichi SHIRAISHI
  • Publication number: 20100317822
    Abstract: The present invention generally relates to processes for the chemocatalytic conversion of a carbohydrate source to an adipic acid product. The present invention includes processes for the conversion of a carbohydrate source to an adipic acid product via a furanic substrate, such as 2,5-furandicarboxylic acid or derivatives thereof. The present invention also includes processes for producing an adipic acid product comprising the catalytic hydrogenation of a furanic substrate to produce a tetrahydrofuranic substrate and the catalytic hydrodeoxygenation of at least a portion of the tetrahydrofuranic substrate to an adipic acid product. The present invention also includes products produced from adipic acid product and processes for the production thereof from such adipic acid product.
    Type: Application
    Filed: June 11, 2010
    Publication date: December 16, 2010
    Applicant: RENNOVIA, INC.
    Inventors: Thomas R. Boussie, Eric L. Dias, Zachary M. Fresco, Vincent J. Murphy
  • Patent number: 7846417
    Abstract: An ammonia converter and method are disclosed. The reactor can alter the conversion of ammonia by controlling the reaction temperature of the exothermic reaction along the length of the reactor to parallel the equilibrium curve for the desired product. The reactor 100 can comprise a shell 101 and internal catalyst tubes 109. The feed gas stream enters the reactor, flows through the shell 101, and is heated by indirect heat exchange with the catalyst tubes 109. The catalyst tubes 109 comprise reactive zones 122 having catalyst and reaction limited zones 124 that can comprise inert devices that function to both separate the reactive zones, increase heat transfer area, and reduce the temperature of the reaction mixture as the effluent passes through the catalyst tube 109.
    Type: Grant
    Filed: October 31, 2007
    Date of Patent: December 7, 2010
    Assignee: Kellogg Brown & Root LLC
    Inventors: Shashi P. Singh, David P. Mann, Anant Pisut
  • Publication number: 20100305354
    Abstract: The invention relates to a process for the synthesis of diacids or diesters of general formula ROOC—(CH2)x—COOR, in which n is an integer between 5 and 14, R is either H or an alkyl radical of 1 to 4 carbon atoms, from natural long-chain monounsaturated fatty acids or esters including at least 10 adjacent carbon atoms per molecule of the general formula CH3—(CH2)n—CHR1—CH2—CH?CH—(CH2)p—COOR, in which R is H or an alkyl radical with 1 to 4 carbon atoms, R1 is either H or OH, and n and p, which are equal or different and are indices between 2 and 11.
    Type: Application
    Filed: June 11, 2008
    Publication date: December 2, 2010
    Applicant: ARKEMA FRANCE
    Inventor: Jean-Luc Dubois
  • Publication number: 20100210873
    Abstract: It is an object of this invention to provide a method for efficiently synthesizing monocarboxylic acid, dicarboxylic acid, and tricarboxylic acid with the use of unsaturated triacyl glycerol as a starting material and hydrogen peroxide as an oxidant. Such method comprises allowing unsaturated triacyl glycerol to react with hydrogen peroxide in the presence of a quaternary ammonium polybasic acid hydrogen salt and at least one member selected from the group consisting of tungstic acid, heterotungstic acid, and salts thereof.
    Type: Application
    Filed: February 2, 2010
    Publication date: August 19, 2010
    Applicant: TOYOTA JIDOSHA KABUSHIKI KAISHA
    Inventors: Yoshihiro KON, Kazuhiko Sato, Hideaki Yazawa, Chikara Ohto, Yukio Okamura
  • Patent number: 7659424
    Abstract: [PROBLEMS] To provide a novel method for the allylation of N-acylhydrazones by which enantioselectively allylated N-acylhydrazines can be efficiently obtained. [MEANS FOR SOLVING PROBLEMS] A method for the production of enantioselectively allylated N-acylhydrazines represented by the general formula [3]: [wherein R0 is an optionally substituted hydrocarbon group, an optionally substituted heterocyclic group, or —COOR1 (wherein R1 is a hydrocarbon group); R2 is acyl; R3 and R4 are each hydrogen, or one of R3 and R4 is hydrogen and the other is a hydrocarbon group; and R5 and R6 are each independently hydrogen or a hydrocarbon group], characterized by reacting an N-acylhydrazone represented by the general formula [1]: [wherein R0 and R2 are as defined above] with an allylating agent such as allyltrichlorosilane or crotyltrichlorosilane in the presence of a chiral phosphine oxide.
    Type: Grant
    Filed: February 24, 2005
    Date of Patent: February 9, 2010
    Assignee: Japan Science and Technology Agency
    Inventors: Shu Kobayashi, Masaharu Sugiura
  • Publication number: 20090259070
    Abstract: A catalyst for the production of methacrylic acid comprising a heteropolyacid compound containing phosphorus and molybdenum is regenerated by a method comprising the steps of heat-treating a mixture containing a deactivated catalyst, water, a nitrate ion and an ammonium ion having a molar ratio to the nitrate ion of 1.3 or less at a temperature of at least 100° C., drying the mixture to obtain a dried catalyst, and calcining the dried catalyst. The regenerated catalyst has substantially the same catalytic activity as a fresh catalyst in a gas phase catalytic oxidation reaction of methacrolein, isobutylaldehyde, isobutane or isobutyric acid to prepare methacrylic acid.
    Type: Application
    Filed: April 9, 2009
    Publication date: October 15, 2009
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yoshihiko OHISHI, Junya Yoshizawa, Eiichi Shiraishi
  • Publication number: 20090234158
    Abstract: It is an object to provide a simple method for producing catalysts available in various reaction conditions, that allow gas-phase catalytic oxidation of methacrolein and the like to give methacrylic acid with high yield, high selectivity and stable methacrylic yield over extended time. A method for manufacturing a catalyst of which active components are partly neutralized salt of heteropoly acid comprising molybdenum, phosphorus, vanadium, cesium, antimony, and ammonia as essential components, wherein the method is characterized in mixing an antimony compound with a complex oxide of the essential active components in the catalyst containing active components other than antimony. The antimony compound may be added during slurry preparation.
    Type: Application
    Filed: March 28, 2006
    Publication date: September 17, 2009
    Inventors: Atsushi Sudo, Tatsuhiko Kurakami, Toshitake Kojima, Shigeo Hayashimoto
  • Publication number: 20090171113
    Abstract: A process for ethanolysis of PET is disclosed wherein a feed comprising PET is reacted with ethanol and recovering ethylene glycol and an aromatic diethyl ester such as diethyl isophthalate and/or diethyl terephthalate. PET, or a terpolymer comprising terephthalate monomer and ethylene glycol monomers, is reacted with ethanol and ethanol, diethyl terephthalate, ethylene glycol and optionally diethyl isophthalate are recovered. Recovered diethyl components can be subjected to liquid-phase oxidation to produce aromatic carboxylic acid. Acetic acid may also produced via liquid-phase oxidation of recovered diethyl components. The aromatic carboxylic acid can be used to form polymer.
    Type: Application
    Filed: December 30, 2006
    Publication date: July 2, 2009
    Applicant: BP Corporation North America Inc.
    Inventors: Ronald L. Anderson, David L. Sikkenga
  • Publication number: 20090124827
    Abstract: A process for preparing tetracarboxylic acids of the general formula I or salts thereof, wherein at least one compound of the general formula II a or II b (a) is first reacted with at least one epoxidation reagent and (b) then oxidized with nitric acid or at least one nitrogen oxide, where the variables are defined as follows: R1, R2 are the same or different and are selected from hydrogen, phenyl and C1-C10-alkyl.
    Type: Application
    Filed: April 27, 2006
    Publication date: May 14, 2009
    Applicant: BASF Aktiengesellschaft
    Inventors: Kai Gumlich, Joaquim Henrique Teles
  • Publication number: 20090124774
    Abstract: Disclosed herein are novel fluoroolefins of formula Rf-O—(CF2CF2)n(CH2CF2)m—CH?CH2, wherein n is 1 or 2, m is 0 or 1 and Rf is a C1-C8 fluoroalkyl or fluoroalkoxy group. The fluoroolefins may be oxidized to manufacture fluorinated carboxylic acids. Also disclosed are fluoropolymers comprising copolymerized units of the fluoroolefins of the invention and at least one other fluoromonomer.
    Type: Application
    Filed: October 14, 2008
    Publication date: May 14, 2009
    Inventors: Ming-Hong Hung, Sheng Peng
  • Publication number: 20090036707
    Abstract: It is an object of the present invention to provide a catalyst having excellent performance and high mechanical strength for use in the production of methacrylic acid. A method for manufacturing a catalyst comprising essential active components of molybdenum, phosphorus, vanadium, cesium, ammonia, copper, and antimony for use in the production of methacrylic acid, comprising drying a slurry prepared by mixing a compound(s) containing the essential active components with water and then calcining the resulting dry powder and molding the calcined powder.
    Type: Application
    Filed: May 11, 2006
    Publication date: February 5, 2009
    Inventors: Atsushi Sudo, Tatsuhiko Kurakami, Toshitake Kojima, Shigeo Hayashimoto, Yasushi Kobayashi
  • Publication number: 20090023952
    Abstract: Disclosed is a palladium-containing catalyst which enables to produce an ?,?-unsaturated carboxylic acid in high selectivity from an olefin or an ?,?-unsaturated aldehyde. Also disclosed are a method for producing such a catalyst and a method for producing an ?,?-unsaturated carboxylic acid using such a catalyst. Specifically disclosed is a palladium-containing catalyst containing 0.001 to 0.25 mole of antimony element to 1 mole of palladium element or a palladium-containing catalyst containing palladium element which composes a metal, tellurium element, and bismuth element.
    Type: Application
    Filed: February 17, 2006
    Publication date: January 22, 2009
    Applicant: Mitsubishi Rayon co., Ltd.
    Inventors: Toshiya Yasukawa, Toshiki Matsui, Ken Ooyachi, Yoshiyuki Himeno, Wataru Ninomiya
  • Publication number: 20080293968
    Abstract: A catalyst for the production of methacrylic acid comprising a heteropolyacid compound containing phosphorus and molybdenum is regenerated by a method comprising the steps of drying a mixture containing a deactivated catalyst, an ammonium ion, a nitrate ion and water, molding the dried mixture, firstly calcining the molded product in an atmosphere of an oxidizing gas at a temperature of 360 to 410° C., and then secondly calcining the product in an atmosphere of a non-oxidizing gas at a temperature of 420 to 500° C. The regenerated catalyst has substantially the same catalytic activity as a fresh catalyst in a gas phase catalytic oxidation reaction of methacrolein, isobutylaldehyde, isobutane or isobutyric acid to prepare methacrylic acid.
    Type: Application
    Filed: October 11, 2007
    Publication date: November 27, 2008
    Inventors: Junya Yoshizawa, Yoshihiko Ohishi, Eiichi Shiraishi
  • Patent number: 7439388
    Abstract: The invention relates to an improved process for oxidizing a primary amidoalcohol to the corresponding amidocarboxylic acid in high yield.
    Type: Grant
    Filed: May 24, 2007
    Date of Patent: October 21, 2008
    Assignee: Conopco, Inc.
    Inventors: Bijan Harichian, Hang Chen, Jose Guillermo Rosa
  • Patent number: 7253309
    Abstract: This invention is related to a shell-and-tube type reactor provided with reaction tubes packed with a catalyst and adapted to circulate a heat medium to the fluid outside the tubes and is characterized by a method introducing a gas into the catalyst beds so as to retain the relative humidity of the catalyst in the range of more than 40% while elevating the temperature of the reactor thereby starting up the reactor. This method prevents the catalyst from degradation of activity due to absorption of moisture, exalts the service life of the catalyst, and permits stable production of methacrylic acid.
    Type: Grant
    Filed: January 29, 2003
    Date of Patent: August 7, 2007
    Assignee: Nippon Shokubai Co., Ltd
    Inventors: Hiroyuki Uhara, Kazuo Anyouji, Hideyuki Hironaka, Hideo Onodera
  • Patent number: 7084300
    Abstract: Degradation acids obtained in the synthesis of carboxylic acids, in particular dicarboxylic acids, having from 8 to 16 carbon atoms may be isolated by separating the degradation acids in the form of a solid from the crude reaction mixture, then washing the degradation acids in the form of an oil with water at an elevated temperature. The resulting degradation acids having low oxidant and metal contents, and the metal catalyst may be recirculated back to the process.
    Type: Grant
    Filed: April 11, 2003
    Date of Patent: August 1, 2006
    Assignee: Degussa AG
    Inventors: Juergen Herwig, Ralf Richter, Martin Roos, Georg Oenbrink
  • Patent number: 6939991
    Abstract: In a process for preparing acrylic acid, an acrylic acid-containing product gas mixture obtained by catalytic gas phase partial oxidation of a C3 precursor of acrylic acid, after direct cooling with a quench liquid, is fractionally condensed in a separating column provided with internals, rising into itself with sidestream takeoff of crude acrylic acid, and the acrylic acid oligomers which form are dissociated and the resulting dissociation gas is subjected to a countercurrent rectification before it is recycled.
    Type: Grant
    Filed: June 20, 2003
    Date of Patent: September 6, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Joachim Thiel, Ulrich Hammon, Dieter Baumann, Jörg Heilek, Jürgen Schröder, Klaus Joachim Müller-Engel
  • Patent number: 6825379
    Abstract: The present invention relates to a method for recovering and producing C4-C6 dicarboxylates from an alkaline waste solution generated in a caprolactam preparation process, in which the alkaline waste solution is treated with sulfuric acid to separate into an aqueous phase and an organic phase, allowing valuable substances contained in the organic phase to be firstly oxidized and converted into dicarboxylic acids. The dicarboxylic acids then undergo concentration, esterification and distillation processes, so as to obtain desirable C4-C6 dicarboxylates with high purity. This therefore provides an efficient and improved method for effectively recovering most valuable substances from the alkaline waste solution, so that economic benefits in recovery are greatly raised.
    Type: Grant
    Filed: January 14, 2002
    Date of Patent: November 30, 2004
    Assignee: Chemaxz International Corporation
    Inventors: Sien-Chun Chou, Edward K. S. Wang, Chung Ho Wu, Yaw Jong Liu, Ping Chiang
  • Publication number: 20030195374
    Abstract: Degradation acids obtained in the synthesis of carboxylic acids, in particular dicarboxylic acids, having from 8 to 16 carbon atoms may be isolated by separating the degradation acids in the form of a solid from the crude reaction mixture, then washing the degradation acids in the form of an oil with water at an elevated temperature. The resulting degradation acids having low oxidant and metal contents, and the metal catalyst may be recirculated back to the process.
    Type: Application
    Filed: April 11, 2003
    Publication date: October 16, 2003
    Applicant: DEGUSSA AG
    Inventors: Jurgen Herwig, Ralf Richter, Martin Roos, Georg Oenbrink
  • Patent number: 6610884
    Abstract: A process is provided for preparing specific polycarboxylic acids by oxidative cleavage of double-bond compounds with hydrogen peroxide or hydrogen peroxide donors. The polycarboxylic acids thus obtained are notable for excellent acid stability, and consequently ease of handling in aqueous solution and are useful for treating cellulosic fibers or textile or paper materials produced therefrom.
    Type: Grant
    Filed: January 17, 2001
    Date of Patent: August 26, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Gerle, Hans-Albert Ehlert, Günter Franke, Helmut-Martin Meier
  • Publication number: 20030045750
    Abstract: The present invention relates to a method for recovering and producing C4-C6 dicarboxylates from an alkaline waste solution generated in a caprolactam preparation process, in which the alkaline waste solution is treated with sulfuric acid to separate into an aqueous phase and an organic phase, allowing valuable substances contained in the organic phase to be firstly oxidized and converted into dicarboxylic acids. The dicarboxylic acids then undergo concentration, esterification and distillation processes, so as to obtain desirable C4-C6 dicarboxylates with high purity. This therefore provides an efficient and improved method for effectively recovering most valuable substances from the alkaline waste solution, so that economic benefits in recovery are greatly raised.
    Type: Application
    Filed: January 14, 2002
    Publication date: March 6, 2003
    Applicant: CHEMAX INTERNATIONAL CORPORATION
    Inventors: Sien-Chun Chou, Edward K.S. Wang, Chung Ho Wu, Yaw Jong Liu, Ping Chiang
  • Patent number: 6515172
    Abstract: Process for the preparation of perfluorocarboxylic acids of the formula RF—COOH, salts thereof and esters thereof from perfluoroalkyl iodides of the formula RF′—I, in which RF and RF′ are cyclic, branched or linear, saturated or unsaturated perfluoroalkyl radicals, by activating the perfluoroalkyl iodides in the presence of oxygen and in organic solvents.
    Type: Grant
    Filed: July 10, 2001
    Date of Patent: February 4, 2003
    Assignee: Clariant GmbH
    Inventors: Ralf Grottenmüller, Wolfgang Knaup, Anton Probst, Klaus Dullinger
  • Patent number: 6111136
    Abstract: The invention consists of a new method for preparing perfluoroalcanecarboxylic and perfluoroalcanesulfonic acids in which ozone is made to react, in a protic environment, upon a perfluoroalkyl chain comprising at least one oxydizable chemical group.
    Type: Grant
    Filed: September 4, 1998
    Date of Patent: August 29, 2000
    Assignees: Electricite de France Service National, Centre National de la Recherche Scientifique
    Inventors: Hatem Marzouk, Laurent Petit, Marc Tordeux, Amaya Berecibar, Claude Wakselman
  • Patent number: 6015924
    Abstract: The present invention relates to a process for the preparation of diacids or mixtures of diacids from aqueous solutions derived from the washing of cyclohexane oxidation products. More specifically, the present invention provides a process for the preparation of aliphatic diacids from washing waters derived from a process for the oxidation of cyclohexane and containing peroxides, the process of the invention comprising successively:(a) at least partially deperoxidizing said washing waters by subjecting them to catalytic hydrogenation at a temperature of between about 0.degree. C. and about 100.degree. C., in the presence of at least one platinum group metal;(b) oxidizing with nitric acid the products contained in the washing waters after deperoxidation.
    Type: Grant
    Filed: December 12, 1997
    Date of Patent: January 18, 2000
    Assignee: R.P. Fiber & Resin Intermediates
    Inventor: Louis Le Bris
  • Patent number: 5898084
    Abstract: The process for preparing an N-acylaminocarboxylic or N-acylaminosulfonic acid or an alkali metal salt thereof from an alkali metal aminocarboxylate or aminosulfonate and a carboxylic glyceride comprises(a) preparing a suspension of the solid anhydrous alkali metal aminocarboxylate or aminosulfonate in the carboxylic glyceride,(b) adding a strong base to the suspension to form an alkali metal N-acylaminocarboxylate or N-acylaminosulfonate, and(c) if desired, preparing the free N-acylaminocarboxylic or N-acylaminosulfonic acid therefrom in a conventional manner by adding an acid.
    Type: Grant
    Filed: January 13, 1998
    Date of Patent: April 27, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Alfred Oftring, Martin aus dem Kahmen
  • Patent number: 5883269
    Abstract: A method for controlling the reactivity of an ozonized reaction mixture formed by ozonizing an unsaturated compound, wherein the reactivity of the ozonized reaction mixture is controlled by introducing a reactivity controlling amount of a saturated fatty acid into the reaction mixture before contact with the ozone.
    Type: Grant
    Filed: December 17, 1996
    Date of Patent: March 16, 1999
    Assignee: Henkel Corporation
    Inventor: Louis Rebrovic
  • Patent number: 5808143
    Abstract: Catalysts of the formula I?A.sub.a B.sub.b O.sub.x !.sub.p ?C.sub.c D.sub.d Fe.sub.e Co.sub.f E.sub.i F.sub.j O.sub.y !.sub.q I,whereA is bismuth, tellurium, antimony, tin and/or copper,B is molybdenum and/or tungsten,C is an alkali metal, thallium and/or samarium,D is an alkaline earth metal, nickel, copper, cobalt, manganese, zinc, tin, cerium, chromium, cadmium, molybdenum, bismuth and/or mercury,E is phosphorus, arsenic, boron and/or antimony,F is a rare-earth metal, vanadium and/or uranium,a is from 0.01 to 8,b is from 0.1 to 30,c is from 0 to 4,d is from 0 to 20,e is from 0 to 20,f is from 0 to 20,i is from 0 to 6,j is from 0 to 15,x and y are numbers determined by the valency and frequency of the elements other than oxygen in I, and p and q are numbers whose ratio p/q is in the range from 0.001 to 0.
    Type: Grant
    Filed: March 22, 1996
    Date of Patent: September 15, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Lothar Karrer, Hans-Peter Neumann, Hans-Dieter Eichhorn, Robin Stuart Jarret
  • Patent number: 5693747
    Abstract: Bisperfluoroalkyl-substituted diols containing sulfide, sulfone or polysulfide linkages and a method for making them are described. These diols can react with isocyanates to form urethanes; diisocyanates to form polyurethanes; chloroformates to form carbonates; with carboxylic, sulfuric or phosphoric acids or derivatives to form carboxylate esters, sulfate esters, phosphate esters respectively. These diol compounds and their derivatives are useful for imparting oil and water repellency to substrates such as glass, wood, paper, leather, wool, cotton, polyester and other substrates.
    Type: Grant
    Filed: July 3, 1996
    Date of Patent: December 2, 1997
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Ted Deisenroth, Marlon Haniff
  • Patent number: 5420316
    Abstract: A carboxylic acid is made by contacting an organic compound having at least one olefinic bond with ozone to form a mixture of ozonization products; contacting the mixture of ozonization products with oxygen to form a mixture of oxidation products; contacting the mixture of oxidation products with oxygen in the presence of an effective amount of a catalyst selected from the group consisting of a manganese-exchanged X-zeolite, a manganese-exchanged Y-zeolite, a manganese-exchanged A-zeolite, or a combination thereof to form said carboxylic acid.
    Type: Grant
    Filed: February 10, 1994
    Date of Patent: May 30, 1995
    Assignee: Henkel Corporation
    Inventor: Louis Rebrovic
  • Patent number: 5380928
    Abstract: The invention relates to a method for the high yield production of dicarboxylic acids such as azelaic acid by the controlled two step oxidation of an unsaturated hydrocarbon substrate. The method consists of two steps and involves the derivatization of the unsaturated substrate which locks and directs oxidative cleavage at the site of unsaturation to yield the desired acids.
    Type: Grant
    Filed: August 18, 1993
    Date of Patent: January 10, 1995
    Assignee: Synergistics Industries, Inc.
    Inventors: Abdul Malek, Clevys J. Monasterios, G. Ronald Brown, Ved P. Gupta
  • Patent number: RE36549
    Abstract: The use of a fatty oil ex Helianthus annuus containing 78 to 92% by weight oleic acid and 2 to 10% by weight linoleic acid for the production of .Iadd.azelaic acid or for the production of .Iaddend.diperazelaic acid .Iadd.from the azelaic acid thus produced.Iaddend., with elimination of enrichment steps with respect to the oleic acid content, by fat splitting, distillation, oxidative ozonolysis of the fatty acid mixture obtained, and .Iadd.in the case of production of diperazelaic acid by .Iaddend.reaction of the azelaic acid thus obtained with hydrogen peroxide to form diperazelaic acid. The resulting diperazelaic acid has improved stability in storage and is obtained in high yields and in highly pure form.
    Type: Grant
    Filed: December 21, 1994
    Date of Patent: February 1, 2000
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Horst Eierdanz, Paul Schulz, Beatrix Kottwitz
  • Patent number: RE44822
    Abstract: A process for heterogeneously catalyzed partial dehydrogenation of a hydrocarbon, in which a reaction gas mixture input stream comprising the hydrocarbon to be dehydrogenated is conducted through a fixed catalyst bed disposed in a shaft and the reaction gas mixture input stream is obtained in the shaft by metering an input gas II comprising molecular oxygen upstream of the fixed catalyst bed into an input gas stream I which comprises molecular hydrogen and the hydrocarbon to be dehydrogenated and is flowing within the shaft toward the fixed catalyst bed.
    Type: Grant
    Filed: November 20, 2012
    Date of Patent: April 1, 2014
    Assignee: BASF SE
    Inventors: Claus Hechler, Wilhelm Ruppel, Wolfgang Gerlinger, Wolfgang Schneider, Klaus Joachim Mueller-Engel