Plural Ring Oxygens In The Tricyclo Ring System Patents (Class 549/239)
  • Patent number: 9856269
    Abstract: A method for producing a highly pure PMDA comprises at least the following steps: (1) a step of preparing a raw material solution by dissolving a raw material of a pyromellitic dianhydride in an acetic acid solvent, (2) a step of preparing a precursor pyromellitic dianhydride by recrystallizing the pyromellitic dianhydride in the prepared raw material solution and separating the acetic acid solvent, (3) a step of performing a degassing treatment on the precursor pyromellitic dianhydride by stirring the precursor pyromellitic dianhydride in a fluidized state while heating under reduced-pressure conditions, and (4) a step of taking out the pyromellitic dianhydride subjected to the degassing treatment.
    Type: Grant
    Filed: September 1, 2014
    Date of Patent: January 2, 2018
    Assignee: L'Air Liquide, SociétéAnonyme pour l'Etude et l'Exploitation des Procédés Georges Claude
    Inventors: Kohei Tarutani, Takashi Kameoka, Tomoko Yanagita, Ryohei Matsui
  • Patent number: 9786494
    Abstract: Disclosed is a film formation method, including vaporizing a plurality of raw material monomers in respective corresponding vaporizers, supplying the plurality of raw material monomers into a film formation apparatus, causing vapor deposition polymerization of the plurality of raw material monomers in the film formation apparatus to form an organic film on a substrate, and removing an impurity contained in at least one raw material monomer among the plurality of raw material monomers before the vapor deposition polymerization.
    Type: Grant
    Filed: August 20, 2014
    Date of Patent: October 10, 2017
    Assignees: TOKYO ELECTRON LIMITED, L'AIR LIQUIDE SOCIETE ANONYME POUR L'ETUDE ET L'EXPLOITATION DES PROCEDES GEORGES CLAUDE
    Inventors: Yasunori Kumagai, Kohei Tarutani, Takashi Kameoka, Tomoko Yanagita, Ryohei Matsui
  • Publication number: 20130260020
    Abstract: The present invention is directed to a binder for a lithium ion battery electrode, comprising a polyimide precursor having a tetracarboxylic acid residue and a diamine residue and/or a polyimide, the polyimide precursor having a residue of a tetracarboxylic dianhydride selected from those represented by the following general formulas (1) and (2) as the tetracarboxylic acid residue, and a residue of a diamine selected from those represented by the following general formulas (3) and (4) as the diamine residue, the content of the acid residue being from 0.90 to 0.95 moles based on 1 mole of the diamine residue.
    Type: Application
    Filed: November 28, 2011
    Publication date: October 3, 2013
    Applicant: TORAY INDUSTRIES, INC.
    Inventors: Masao Tomikawa, Tomoyuki Yuba, Natsuko Chayama
  • Patent number: 8263369
    Abstract: A compound having a structure expressed by the following Structural Formula (1):
    Type: Grant
    Filed: March 1, 2011
    Date of Patent: September 11, 2012
    Assignee: Microbial Chemistry Research Foundation
    Inventors: Hiroyuki Inoue, Manabu Kawada, Daishiro Ikeda
  • Publication number: 20110257361
    Abstract: Disclosed is a 5-alkyl-1,2,3,4-benzene tetracarboxylic-1:2,3:4-dianhydride which is represented by the general formula (1) and has excellent solubility with respect to various organic solvents. Depending on the diamine that is used, a polyimide with excellent heat resistance or a polyimide with good workability at a low melting point can be provided, and in addition, a polyimide that exhibits excellent characteristics for electronic materials or the like can be provided. (In the formula, R1 represents an alkyl group with carbon number 1-10.
    Type: Application
    Filed: December 17, 2009
    Publication date: October 20, 2011
    Inventors: Hideo Suzuki, Takayuki Tamura, Takahiro Noda
  • Patent number: 8013173
    Abstract: A method for purifying an oxydiphthalic anhydride comprises diluting a first mixture comprising an oxydiphthalic anhydride, a solvent, a catalyst, and an inorganic salt with a solvent, to provide a second mixture having a solids content of 10 to 30 percent based on total weight of the second mixture; filtering and washing the solids of the second mixture at a temperature below the crystallization point temperature of the oxydiphthalic anhydride to provide a third mixture; hydrolyzing the third mixture by adding water and a water-soluble acid to form a fourth mixture; heating the fourth mixture; then cooling to provide a solid-liquid mixture, optionally decanting a portion of the liquid, rediluting the remaining solid-liquid mixture, then filtering to provide a solid component; washing the solid component with water to provide a fifth mixture of oxydiphthalic tetraacid and water; ring closing the oxydiphthalic tetraacid to provide oxydiphthalic anhydride, and filtering the oxydiphthalic anhydride.
    Type: Grant
    Filed: March 28, 2008
    Date of Patent: September 6, 2011
    Assignee: Sabic Innovative Plastics IP B.V.
    Inventors: Beatriz Penalver Bernabe, Vijay Gopalakrishnan, Lioba Maria Kloppenburg, Matt Kuhlman, Roy Ray Odle, Eric Pressman, Narayan Ramesh, Harpreet Singh
  • Publication number: 20110213164
    Abstract: A compound having a structure expressed by the following Structural Formula (1):
    Type: Application
    Filed: March 1, 2011
    Publication date: September 1, 2011
    Applicant: MICROBIAL CHEMISTRY RESEARCH FOUNDATION
    Inventors: Hiroyuki Inoue, Manabu Kawada, Daishiro Ikeda
  • Patent number: 7910749
    Abstract: A method oxidizes an organic compound with oxygen in the presence of a catalyst, in which the catalyst contains a N-hydroxy- or N-(substituted oxy)-imide compound derivable from at least one selected from a target product, a reaction intermediate, and a reaction byproduct, and the catalyst is produced from at least one component selected from the target product, reaction intermediate, and reaction byproduct each formed as a result of the reaction and is used in the oxidation reaction so as to make up for a loss of the catalyst due to denaturation in the reaction. The method can easily and inexpensively make up for a loss of the catalyst denaturated in the course of reaction.
    Type: Grant
    Filed: February 22, 2006
    Date of Patent: March 22, 2011
    Assignee: Daicel Chemical Industrial, Ltd.
    Inventors: Yasuteru Kajikawa, Naruhisa Hirai, Jun Kuwana
  • Patent number: 7850928
    Abstract: The present invention provides: a fixed-bed shell-and-tube reactor, which can stably produce an aimed product for a long period when a solid particulate material such as a catalyst is packed and used for each substance; and its usage. The fixed-bed shell-and-tube reactor comprises a plurality of reaction tubes that are packed with a solid particulate material and arranged in parallel, wherein the solid particulate material is weighed so as to be uniform volume, and is packed in each reaction tube in a packing time of not shorter than 30 seconds per liter.
    Type: Grant
    Filed: April 23, 2006
    Date of Patent: December 14, 2010
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Michio Tanimoto, Hideto Hashiba
  • Publication number: 20100036138
    Abstract: An object of the present invention is to provide a catalyst exhibiting excellent performance particularly in partial oxidation reaction. Another object is to provide a method for efficiently producing carboxylic acid or carboxylic anhydride through vapor-phase partial oxidation of an organic compound by use of an oxygen-containing gas in the presence of the catalyst. The catalyst contains (1) diamond; (2) at least one species selected from among Group 5 transition element oxides, collectively called oxide A; and (3) at least one species selected from among Group 4 transition element oxides, collectively called oxide B. The method for producing a carboxylic acid or a carboxylic anhydride includes subjecting an organic compound to vapor phase partial oxidation by use of an oxygen-containing gas in the presence of the catalyst, wherein the organic compound is an aromatic compound having one or more substituents in a molecule thereof, the substituents each including a carbon atom bonded to an aromatic ring.
    Type: Application
    Filed: June 18, 2009
    Publication date: February 11, 2010
    Applicant: Mitsubishi Gas Chemical Company, Inc.
    Inventor: Atsushi OKAMOTO
  • Patent number: 7569707
    Abstract: A method of producing pyromellitic dianhydride. The method includes a step of heating a crude pyromellitic acid in the absence of acetic anhydride to convert a part of pyromellitic acid to pyromellitic anhydride, and a subsequent step of heating the resultant mixture in the presence of acetic anhydride to complete the anhydrization of pyromellitic acid. The pyromellitic dianhydride by the method contains little pyromellitic monoanhydride and other monoanhydrides derived from impurities and is less discolored. The pyromellitic dianhydride has particle properties not causing plugging, etc. during its transportation, storage and use.
    Type: Grant
    Filed: July 21, 2006
    Date of Patent: August 4, 2009
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Hiroshi Ogawa, Atsushi Okoshi, Masashi Yabuno, Masato Inari
  • Patent number: 7495113
    Abstract: A method of preparing a purified dianhydride is provided where said method comprises the steps of preparing a first mixture comprising water, at least one inorganic acid, and at least one dianhydride, said dianhydride comprising at least one impurity which is soluble in aqueous acid heating said first mixture until substantially all of said dianhydride is converted to a tetraacid comprised in a second mixture; filtering at least a portion of said second mixture to provide a solid tetraacid and a filtrate, said filtrate comprising at least a portion of said impurity; and heating the tetraacid provided in a solvent with concurrent distillation of water to provide a third mixture comprising a purified dianhydride and a solvent.
    Type: Grant
    Filed: December 22, 2004
    Date of Patent: February 24, 2009
    Assignee: SABIC Innovative Plastics
    Inventors: Eric James Pressman, Lioba Maria Kloppenburg, John Morgan Whitney, Abhijit Namjoshi, Spencer Thomas Oulman
  • Publication number: 20090012318
    Abstract: A process which comprises reacting a 1,2,3,4-cyclobutanetetracarboxylic-1,2:3,4-dianhydride [1] with an alcohol [2] in the presence of an acid catalyst to obtain a compound [3], isomerizing the compound [3] with a base catalyst into a compound [4], reacting the compound [4] with an organic acid to obtain a compound [5], and reacting the compound [5] with a dehydrating agent to obtain a 1,2,3,4-cyclobutanetetracarboxylic-1,3:2,4-dianhydride: wherein R1 and R2 are each independently hydrogen, halogeno, alkyl of 1 to 10 carbon atoms, halogenated alkyl of 1 to 10 carbon atoms, cycloalkyl of 3 to 8 carbon atoms, phenyl, or cyano; and R3 is alkyl of 1 to 10 carbon atoms.
    Type: Application
    Filed: October 18, 2005
    Publication date: January 8, 2009
    Inventors: Hideo Suzuki, Takayuki Tamura
  • Patent number: 7459570
    Abstract: There is provided biphenyltetracarboxylic dianhydride containing biphenyltetracarboxylic monoanhydride in an amount of not more than 0.4%. By using the biphenyltetracarboxylic dianhydride as a raw material, it is possible to produce polyimide or polyamic acid having an increased molecular weight.
    Type: Grant
    Filed: January 9, 2004
    Date of Patent: December 2, 2008
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Hiroshi Mikami, Takeshi Sano, Makoto Nitta
  • Publication number: 20080269507
    Abstract: A method oxidizes an organic compound with oxygen in the presence of a catalyst, in which the catalyst contains a N-hydroxy- or N-(substituted oxy)-imide compound derivable from at least one selected from a target product, a reaction intermediate, and a reaction byproduct, and the catalyst is produced from at least one component selected from the target product, reaction intermediate, and reaction byproduct each formed as a result of the reaction and is used in the oxidation reaction so as to make up for a loss of the catalyst due to denaturation in the reaction. The method can easily and inexpensively make up for a loss of the catalyst denaturated in the course of reaction.
    Type: Application
    Filed: February 22, 2006
    Publication date: October 30, 2008
    Inventors: Yasuteru Kajikawa, Naruhisa Hirai, Jun Kuwana
  • Patent number: 7202380
    Abstract: In a method of producing pyromellitic acid by liquid-phase oxidizing 2,4,5-trimethylbenzaldehyde in a water solvent with molecular oxygen, a recrystallization mother liquor separated in a recrystallization step is recycled to the oxidation step after a part of the water solvent is removed. With this method, the loss of pyromellitic acid and the oxidation catalyst can be minimized and the burden of discharging the waste water is reduced without lowering the efficiency of the liquid-phase oxidation reaction.
    Type: Grant
    Filed: January 13, 2004
    Date of Patent: April 10, 2007
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Tatsuyuki Kumano, Seiji Adachi, Hiroshi Ogawa
  • Patent number: 7138547
    Abstract: New spisulosine derivatives of use in treating tumors are of the formula (I) wherein: each X is the same or different, and represents H, OH, OR?, SH, SR?, SOR?, SO2R?, NO2, NH2, NHR?, N(R?)2, CN, halogen, C(?O)H, C(?O)CH3, CO2H, CO2CH3, substituted or unsubstituted C1–C18 alkyl, substituted or unsubstituted C2–C18 alkenyl, substituted or unsubstituted C2–C18 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaromatic, or two groups X may together form ?O; Y is NR1, OR1, PR1, SR1, or halogen, wherein the number of substituents R1 is selected to suit the valency and each R1 is independently selected of H, OH, C(?O)R?, P(?O)R?R?, substituted or unsubstituted C1–C18 alkyl, substituted or unsubstituted C2–C18 alkenyl, substituted or unsubstituted C2–C18 alkynyl, substituted or unsubstituted aryl, and wherein the dotted line indicates an optional double bond; each Z is the same different, and represents H, OH, OR?, SH, SR?, SOR?, SO2R?, NO2, NH2, NHR?, N(R?)2, NHC(O)R?, CN, halogen, C(?O
    Type: Grant
    Filed: June 6, 2001
    Date of Patent: November 21, 2006
    Assignee: Pharma Mar, S.A.
    Inventors: Jose Luis Aceña, Javier Adrio, Carmen Cuevas, Pilar Gallego, Ignacio Manzanares, Simon Munt, Ignacio Rodriguez
  • Patent number: 6849574
    Abstract: A multimetal oxide of the formula I Aga?bMbV2Ox*c H2O,??I where M is a metal selected from the group consisting of Li, Na, K, Rb, Cs, Tl, Mg, Ca, Sr, Ba, Cu, Zn, Cd, Pb, Cr, Au, Al, Fe, Co, Ni and/or Mo, a is from 0.3 to 1.9 and b is from 0 to 0.5, with the proviso that the difference (a?b)?0.1 and c is from 0 to 20 and x is a number determined by the valence and amount of elements different from oxygen in the formula I, has a crystal structure giving an X-ray powder diffraction pattern which displays reflections at the lattice spacings d of 15.23±0.6, 12.16±0.4, 10.68±0.3, 3.41±0.04, 3.09±0.04, 3.02±0.04, 2.36±0.04 and 1.80±0.04 ?. Precatalysts and catalysts produced therefrom for the partial oxidation of aromatic hydrocarbons are also provided.
    Type: Grant
    Filed: November 10, 1999
    Date of Patent: February 1, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Heidemann, Hartmut Hibst, Stefan Bauer, Ulf Dietrich
  • Patent number: 6699999
    Abstract: The present invention has for its object to provide a production method of a pyromellitic anhydride which is not only conducive to an increased catalyst life and, hence, an enhanced operating rate of a plant (reduced downtime) and a reduction in catalyst cost but also conducive to reductions in byproducts and, hence, savings in the cost of after-treatments such as collection and purification. A production method of a pyromellitic anhydride comprising a step for catalytic gas-phase oxidation of a starting mixture gas consisting of a tetraalkylbenzene and/or a trialkylbenzaldehyde and a molecular oxygen-containing gas in a fixed-bed type reactor having a catalyst bed wherein the production method of a pyromellitic anhydride is carried out under the condition that the moisture content of said starting mixture gas to be introduced into the catalyst bed is not more than 2 volume %.
    Type: Grant
    Filed: August 7, 2002
    Date of Patent: March 2, 2004
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Tsukasa Takahashi, Hiroyuki Uhara, Kazuo Anyouji, Etsushige Matsunami
  • Patent number: 6579990
    Abstract: A process for refined pyromellitic anhydride which comprises dissolving crude pyromellitic acid or crude pyromellitic anhydride in water, then cooling an aqueous solution thus obtained to perform crystallization as pyromellitic acid, then separating a crystal thus obtained from water, then anhydrating the crystal of pyromellitic acid thus separated with heating to produce pyromellitic anhydride, then vaporizing pyromellitic anhydride thus produced, cooling vapor of pyromellitic anhydride thus obtained, and thereby, recovering a refined crystal of pyromellitic anhydride.
    Type: Grant
    Filed: August 21, 2001
    Date of Patent: June 17, 2003
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kazuo Tanaka, Atsushi Okoshi, Kengi Nakaya
  • Patent number: 6576773
    Abstract: A method for producing crystals of pyromellitic dianhydride is disclosed which is characterized by setting the water content of an atmosphere used in handling the crystals of pyromellitic dianhydride at a temperature of not higher than 120° C. at a level of not more than 4 vol. %. Particularly by supplying an inert gas having a water content of not more than 4 vol. % to the step of production, it is made possible to prevent the conversion of pyromellitic dianhydride by hydration very efficiently.
    Type: Grant
    Filed: May 9, 2002
    Date of Patent: June 10, 2003
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Kenji Nakahara, Tsukasa Takahashi, Shigetaka Takamiya
  • Publication number: 20030032816
    Abstract: The present invention has for its object to provide a production method of a pyromellitic anhydride which is not only conducive to an increased catalyst life and, hence, an enhanced operating rate of a plant (reduced downtime) and a reduction in catalyst cost but also conducive to reductions in byproducts and, hence, savings in the cost of after-treatments such as collection and purification.
    Type: Application
    Filed: August 7, 2002
    Publication date: February 13, 2003
    Applicant: NIPPON SHOKUBAI CO., LTD.
    Inventors: Tsukasa Takahashi, Hiroyuki Uhara, Kazuo Anyouji, Etsushige Matsunami
  • Publication number: 20020169330
    Abstract: A method for producing crystals of pyromellitic dianhydride is disclosed which is characterized by setting the water content of an atmosphere used in handling the crystals of pyromellitic dianhydride at a temperature of not higher than 120° C. at a level of not more than 4 vol. %. Particularly by supplying an inert gas having a water content of not more than 4 vol. % to the step of production, it is made possible to prevent the conversion of pyromellitic dianhydride by hydration very efficiently.
    Type: Application
    Filed: May 9, 2002
    Publication date: November 14, 2002
    Inventors: Kenji Nakahara, Tsukasa Takahashi, Shigetaka Takamiya
  • Patent number: 6452021
    Abstract: The present invention has for its object to provide a production method of pyromellitic anhydride of high purity in good yield at low cost by catalytic gas-phase oxidation of a 2,4,5-trialkylbenzaldehyde with the aid of a suitable catalyst system. The present invention relates to a production method of pyromellitic anhydride comprising a step for catalytic gas-phase oxidation of a 2,4,5-trialkylbenzaldehyde with a molecular oxygen-containing gas in which said step for catalytic gas-phase oxidation is carried out in the presence of a catalyst such that a specific surface area of the catalytic active component thereof is not greater than 50 m2/g or in the presence of a catalyst containing vanadium as well as molybdenum and/or tungsten as a catalytic active component.
    Type: Grant
    Filed: September 27, 2001
    Date of Patent: September 17, 2002
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Tsukasa Takahashi, Yasuhisa Emoto, Etsushige Matsunami
  • Patent number: 6433190
    Abstract: The present invention relates to fluorine-containing 3,6-di(3′,5′-bis(trifluoromethyl)benzene)pyromellitic dianhydride as a monomer which can be used in preparing polyimides with high glass transition temperature, low dielectric constant and excellent processability, and preparing method thereof.
    Type: Grant
    Filed: April 10, 2001
    Date of Patent: August 13, 2002
    Assignee: Kwangju Institute of Science and Technology
    Inventors: Tae-Ho Yoon, Bum-Young Myung
  • Publication number: 20020049339
    Abstract: A process for refined pyromellitic anhydride which comprises dissolving crude pyromellitic acid or crude pyromellitic anhydride in water, then cooling an aqueous solution thus obtained to perform crystallization as pyromellitic acid, then separating a crystal thus obtained from water, then anhydrating the crystal of pyromellitic acid thus separated with heating to produce pyromellitic anhydride, then vaporizing pyromellitic anhydride thus produced, cooling vapor of pyromellitic anhydride thus obtained, and thereby, recovering a refined crystal of pyromellitic anhydride.
    Type: Application
    Filed: August 21, 2001
    Publication date: April 25, 2002
    Applicant: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kazuo Tanaka, Atsushi Okoshi, Kengi Nakaya
  • Publication number: 20020038039
    Abstract: The present invention has for its object to provide a production method of pyromellitic anhydride of high purity in good yield at low cost by catalytic gas-phase oxidation of a 2,4,5-trialkylbenzaldehyde with the aid of a suitable catalyst system.
    Type: Application
    Filed: September 27, 2001
    Publication date: March 28, 2002
    Applicant: NIPPON SHOKUBAI CO., LTD.
    Inventors: Tsukasa Takahashi, Yasuhisa Emoto, Etsushige Matsunami
  • Publication number: 20020010346
    Abstract: A process for producing trimellitic anhydride which comprises performing liquid phase oxidation of pseudocumene containing 5% by weight or above of dimethyl bezaldehyde as a raw material for oxidation with air in aliphatic monocarboxylic acid having 1 to 5 carbon atoms as a solvent in the presence of a catalyst comprising both each metal of cobalt, manganese and zirconium and bromine to obtain trimellitic acid and then heat dehydrating trimellitic acid thus obtained or heat treating trimellitic acid thus obtained in the presence of a catalyst comprising 10 ppm or above of Ni thereby producing trimellitic anhydride.
    Type: Application
    Filed: May 22, 2001
    Publication date: January 24, 2002
    Applicant: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kazuo Tanaka, Hiroshi Ogawa, Ikutaro Maruki
  • Patent number: 6153767
    Abstract: Provided is a process for producing pyromellitic dianhydride by feeding 1,2,4,5-tetraalkylbenzene to a fixed bed multitubular type reactor charged with a catalyst layer to carry out catalytic vapor phase oxidation. This process is characterized by dividing the catalyst layer into at least two layers to charge a layer at an outlet side of reaction gas and a layer at an inlet side of raw material mixed gas with the following catalyst A and catalyst B respectively or dividing the catalyst layer into at least three layers to charge a layer at an outlet side of reaction gas, an intermediate layer and a layer at an inlet side of raw material mixed gas with the following catalyst A, catalyst B and catalyst C respectively:catalyst A: a catalyst containing V.sub.a (A).sub.b P.sub.c Ag.sub.d (B).sub.e O.sub.
    Type: Grant
    Filed: March 16, 1999
    Date of Patent: November 28, 2000
    Assignee: Nippon Shokubai Co Ltd
    Inventors: Toshio Sagane, Tsukasa Takahashi, Yasuhisa Emoto
  • Patent number: 6153764
    Abstract: This invention relates to a process for preparing perylene pigment compositions by reaction of(a) a perylene tetracarboxylic compound;(b) about 0.01 to about 20% by weight, relative to the perylene tetracarboxylic compound, of a non-pigmentary cyclic anhydride or imide of formula (I) ##STR1## wherein W is O or NR.sup.1 (where R.sup.1 is hydrogen, a metal, or optionally substituted alkyl, cycloalkyl, aralkyl, or aryl), R.sup.2, R.sup.3, and R.sup.4 are various combinations of substituents and/or fused-on rings, and the dotted line is an optional double bond representing R.sup.2 --C.dbd.C--R.sup.3 ;(c) ammonia or a primary alkyl, aralkyl, or aryl amine; optionally in the presence of(d) a solvent and/or(e) one or more dispersants.
    Type: Grant
    Filed: January 25, 2000
    Date of Patent: November 28, 2000
    Assignee: Bayer Corporation
    Inventors: Gregory R. Schulz, Michael J. Greene
  • Patent number: 6133184
    Abstract: A carrier containing silicon carbide, inorganic bonding component, and at least one oxide selected from the group consisting of a niobium oxide, an antimony oxide, and a tungsten oxide carries at least one oxide selected from the group consisting of a vanadium oxide and a molybdenum oxide as catalytically active component. An inexpensive catalyst for catalytic oxidation use can be thus offered that does not change its properties over a period of time, that boasts stable catalytic activity over a period of time, and that is suitable for, e.g., manufacture of an acid anhydride and a nitrile compound by conducting a catalytic gas-phase oxidation reaction (partial oxidation reaction) on a hydrocarbon.
    Type: Grant
    Filed: October 2, 1998
    Date of Patent: October 17, 2000
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Yasushi Kiyooka, Masaaki Okuno
  • Patent number: 6084109
    Abstract: The present invention relates to a process for preparing pyromellitic dianhydride via an oxidation in gas phase under normal pressure. The process is characterized in that a catalyst system is used, which catalyst system comprises a catalyst which is a mixture of vanadium and tungsten oxides; a catalyst support comprising rutile and at least one material selected from the group consisting of tungsten carbide, silicon carbide and a mixture thereof; and a cocatalyst comprising oxides of manganese, antimony, bismuth, phosphorus, copper, aluminum, titanium or a mixture thereof, an oxide of an element of the VIIIB group of the periodic table, and an oxide of an alkali metal and/or alkaline earth metal. In this process, pyromellitic dianhydride is produced from a feedstream containing 1,2,4,5-tetraalkylbenzene in a gas flow rate of 4,000.about.12,000 hr.sup.-1 via a selective oxidation at 300.about.450.degree. C. in the presence of air which acts as an oxidant.
    Type: Grant
    Filed: April 16, 1999
    Date of Patent: July 4, 2000
    Assignee: Chinese Petroleum Corp.
    Inventors: Shiao-Jung Chu, Chian-Liang Hwang
  • Patent number: 6048986
    Abstract: A method for preparing aromatic compounds including 1,4-difluoropyromellitic dianhydride represented by formula (12): ##STR1## and 1,4-difluoropyromellitic acid represented by formula (15): ##STR2## by dehydrating or hydrolyzing and dehydrating precursors.
    Type: Grant
    Filed: June 17, 1998
    Date of Patent: April 11, 2000
    Assignee: Nippon Telegraph and Telephone Corp.
    Inventors: Shinji Ando, Toru Matsuura, Shigekuni Sasaki, Fumio Yamamoto
  • Patent number: 6046342
    Abstract: The present invention provides pyromellitic dianhydride derivatives represented as formula I: ##STR1## wherein, R is C.sub.1-24 alkyl.The pyromellitic dianhydride derivatives of the invention can be used as monomers for the synthesis of polyimides, ladder poly(imidazopyrrolone)s, crosslinked polyamides and polyesters. The present invention also provides a novel process for preparing the pyromellitic dianhydride derivatives as formula I.
    Type: Grant
    Filed: March 24, 1999
    Date of Patent: April 4, 2000
    Assignee: Korea Advanced Institute of Science and Technology
    Inventors: Jin Chul Jung, Kyung-Hoon Lee
  • Patent number: 6018057
    Abstract: A process for producing anhydrides by passing a solution of the acid, preferably an organic polyacid, which is to undergo anhydridation over an acidified clay and a process for producing the catalysts therefor.
    Type: Grant
    Filed: July 7, 1993
    Date of Patent: January 25, 2000
    Assignee: Rhodia Chimie
    Inventors: Michel Alas, Michel Gubelmann, Jean-Michel Popa
  • Patent number: 5750731
    Abstract: A perfluorinated aromatic compound represented by general formula (7): ##STR1## wherein R.sub.3 is a tetravalent perfluorinated aromatic group represented by formula (8): ##STR2## wherein (R.sub.4)s are the same, each being a carboxyl group or a cyano group, or two adjacent (R.sub.4)s combine to form a divalent group represented by formula (10): ##STR3## provided that when R.sub.4 is a cyano group, R.sub.3 denotes said tetravalent perfluorinated aromatic group represented by formula (9).
    Type: Grant
    Filed: September 20, 1996
    Date of Patent: May 12, 1998
    Assignee: Nippon Telegraph & Telephone Corporation
    Inventors: Shinji Ando, Toru Matsuura, Shigekuni Sasaki, Fumio Yamamoto
  • Patent number: 5741814
    Abstract: Cyclooctadiene derivative of the following formula (1): ##STR1## wherein A.sup.1, A.sup.2, A.sup.3 and A.sup.4 each independently represent COOR.sup.5 (where R.sup.5 represents a hydrogen atom, a C.sub.1 -C.sub.10 alkyl group, a phenyl group, a C.sub.7 -C.sub.12 aralkyl group or CONR.sup.6 R.sup.7 (where R.sup.6 and R.sup.7 each independently represent a hydrogen atom, a C.sub.1 -C.sub.10 alkyl group or a phenyl group), or A.sup.1 and A.sup.2, and/or A.sup.3 and A.sup.4 may be combined together to represent group(s) of: ##STR2## in which X represents an oxygen atom or NR.sup.8 {where R.sup.8 represents a hydrogen atom, a C.sub.1 -C.sub.10 alkyl group or a phenyl group),R.sup.0, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 each independently represent a hydrogen atom, a halogen atom, a hydroxyl group and an C.sub.1 -C.sub.10 alkyl group,the symbol ------ represents a single or double bond, and when it is a double bond, then R.sup.1 and R.sup.
    Type: Grant
    Filed: September 3, 1996
    Date of Patent: April 21, 1998
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Yasuyuki Nakajima, Hisayuki Watanabe, Michiaki Adachi, Michito Tagawa, Mitsugu Futagawa, Takashi Furusato, Hiroshi Ohya, Masanori Nishioka
  • Patent number: 5731443
    Abstract: A process for recovering phthalic anhydride as a liquid from a vapor phase oxidation product which comprises mixing the vapor phase oxidation product having a temperature in the range of about 130.degree. C. or greater with a first stream comprising maleic anhydride and/or at least one compound selected from the group consisting of: citraconic anhydride, benzoic acid and phthalic anhydride in a rectification tower such that a substantial portion of the phthalic anhydride contained within the vapor phase oxidation product transfers from the vapor phase to a liquid phase and the by-products contained in the first stream which are more volatile than phthalic anhydride transfer from the liquid phase to the vapor phase and wherein a vapor-to-liquid weight ratio in the range between about 5 to 20 is exhibited within the rectification tower, thereby forming a liquid phase phthalic anhydride product having a phthalic anhydride concentration in the range between about 50-100 wt. %, preferably 90-100 wt.
    Type: Grant
    Filed: May 2, 1995
    Date of Patent: March 24, 1998
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Herbert Peter Dengler, James Joseph Baiel
  • Patent number: 5504218
    Abstract: A method for producing efficiently on a commercial scale pyromellitic anhydride having high purity and suffering only sparing coloration in a high yield from a raw material of high concentration is provided. By the use of a multilayer catalyst formed by packing on the reaction gas outlet side a first catalyst containing V and Mo and/or W and having an atomic ratio of Mo and/or W to V in the range of from 0.01 to 2, on the raw material mixed gas inlet side a second catalyst containing V, Mo and/or W and having an atomic ratio of Mo and/or W to V smaller than the atomic ratio of the first catalyst, and/or a third catalyst containing V and an alkali metal and having an atomic ratio of the alkali metal to V in the range of from 0.2 to 2.5, pyromellitic anhydride is produced by the vapor-phase oxidation of a tetraalkyl benzene with a molecular oxygen-containing gas.
    Type: Grant
    Filed: April 4, 1995
    Date of Patent: April 2, 1996
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Tsukasa Takahashi, Tatsuya Kawabata, Masaaki Okuno, Yasuhisa Emoto, Toshio Sagane, Kenji Ueda
  • Patent number: 5418232
    Abstract: A compound of formula (I) possesses excellent potassium channel opening activity and is effective on various diseases arising from contractions of blood vessels, bronchial smooth muscles, etc., for example, ischemic heart diseases exemplified by angina pectoris, asthma, pollakisuria, sequela of subarachnoid hemorrhage, peripheral arterioinfarct, and so on. The compound has potent and long-lasting antihypertensive activity, with the onset of the action being slow, excellent activity in increasing renal blood flow, and high safety, and is therefore particularly useful as an antihypertensive. ##STR1## The substituents are as defined in the specification.
    Type: Grant
    Filed: May 12, 1993
    Date of Patent: May 23, 1995
    Assignee: Daiichi Pharmaceutical Co., Ltd.
    Inventors: Tetsuya Mimura, Hideo Kubo
  • 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: 5346919
    Abstract: The present invention relates to the compound A of the formula (A), the related compound B, carboxylic acid derived from acid anhydride group of these compounds and esters and salts thereof, microorganisms for producing the compounds, methods for producing the compounds A and/or B by using the microorganisms, and a treated or untreated fermentation broth obtained by culturing strains belonging to genus Zopfiella or Zopfiella curvata No. 37-3 strain. ##STR1## The present invention provides the compounds A and B, derivatives thereof, and treated or untreated fermentation broth obtained by culturing the strains belonging to genus Zopfiella or Zopfiella curvata No. 37-3 strain, which show an excellent activities as antifungal agent and anti-thrombotic agent.
    Type: Grant
    Filed: August 2, 1993
    Date of Patent: September 13, 1994
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Tsuneo Watanabe, Takeshi Yasumoto, Michio Murata, Michito Tagawa, Hiroyuki Narushima, Takashi Furusato, Masao Kuwahara, Masami Hanaue, Tatsuya Seki
  • Patent number: 5336787
    Abstract: A process of making poly(dianhydride) compounds having formulae (I) and (II): ##STR1## where m is 0 to 50. ##STR2## wherein n is 0 to 20 and X is bond junction, oxygen atom, sulfur atom, SO.sub.2, C(CF.sub.3), CO, C(CH.sub.3).sub.2, CF.sub.2 --O--CF.sub.2, CH.sub.2, and CHOH.
    Type: Grant
    Filed: February 1, 1993
    Date of Patent: August 9, 1994
    Assignee: Olin Corporation
    Inventors: Murray A. Ruggiero, Renata C. Stegmeier, Bruce A. Marien, Keith O. Wilbourn
  • Patent number: 5260456
    Abstract: A process for producing anhydrides by passing a solution of the acid, preferably an organic polyacid, which is to undergo anhydridation over an acidified clay and a process for producing the catalysts therefor.
    Type: Grant
    Filed: April 21, 1992
    Date of Patent: November 9, 1993
    Assignee: Rhone-Poulenc Chimie
    Inventors: Michel Alas, Michel Gubelmann, Jean-Michel Popa
  • Patent number: 5252752
    Abstract: A process for the production of carboxylic anhydrides from aromatic hydrocarbons in gas phase oxidation by using a high activity and high selectivity fluid catalyst, comprising 50 to 95% by weight calculated as TiO.sub.2 +SiO.sub.2 +B.sub.2 O.sub.3 of component (A) which comprises titanium oxide, silicon dioxide and boron oxide and5 to 50% by weight calculated as V.sub.2 O.sub.5 +M.sub.2 O (M represents an alkali metal) +SO.sub.3 of component (B) comprising vanadium oxide, an alkali metal oxide and sulfuric anhydride, wherein weight ratios of B.sub.2 O.sub.3 to TiO.sub.2 and SiO.sub.2 to TiO.sub.2 in said component (A) are in the range of 0.02 to 0.5 and 0.25 to 1.0, respectively, is provided.
    Type: Grant
    Filed: October 16, 1992
    Date of Patent: October 12, 1993
    Assignee: Kawasaki Steel Corporation
    Inventors: Toshinao Aono, Yukio Asami, Noboru Hirooka, Yusaku Arima, Susumu Fujii
  • Patent number: 5235070
    Abstract: A method for reducing the formation of dust produced by solid aromatic anhydrides, and aromatic anhydride compositions that have a reduced tendency to emit aromatic anhydride dust, are disclosed. The method comprises treating the aromatic anhydride with low levels of suitable organic compounds.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: August 10, 1993
    Assignee: Amoco Corporation
    Inventors: Michael R. Green, Chang M. Park, Adel B. Abdul-Malek
  • Patent number: 5225572
    Abstract: Pyromellitic dianhydride, useful as raw material for the manufacture of polyimides, is prepared in high yield and purity by the reaction of benzene derivatives such as ethylbenzene, diethylbenzenes, and triethylbenzenes with an ethylating agent in the presence of a Friedel-Crafts catalyst, the separation of tetraethylbenzenes from the reaction products by distillation, the separation of 1,2,4,5-tetraethylbenzene from other tetraethyl benzenes by differential centrifugal precipitation at -10 to -30 degrees Celsius, and the catalytic vapor-phase oxidation of tetraethyl benzenes, using a catalyst containing vanadium pentoxide and titanium dioxide.
    Type: Grant
    Filed: June 26, 1990
    Date of Patent: July 6, 1993
    Assignee: Nippon Steel Chemical Co., Ltd.
    Inventors: Tadanori Hara, Noboru Daito, Masakazu Takeuchi, Kunio Wada
  • Patent number: 5212309
    Abstract: Chemiluminescenct 3-aminobenzene-1,2,4,5-tetracarboxylic dihydrazides.
    Type: Grant
    Filed: February 3, 1992
    Date of Patent: May 18, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Ernst Schefczik, Klaus Huemke
  • Patent number: 5206335
    Abstract: Poly(dianhydride) compounds having formulae (I) and (II): ##STR1## where m is 0 to 50. ##STR2## wherein n is 0 to 20 and X is bond junction, oxygen atom, sulfur atom, SO.sub.2, C(CF.sub.3), CO, C(CH.sub.3).sub.2, CF.sub.1 --O--CF.sub.2, CH.sub.2, and CHOH.The compounds are intermediates for certain resins.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: April 27, 1993
    Assignee: Olin Corporation
    Inventors: Bruce A. Marien, Keith O. Wilbourn
  • Patent number: 5145971
    Abstract: A process for the preparation of purified oxydiphthalic acid from impure oxydiphthalic anhydride, by treating with a mixture of water and propionic acid or butyric acid to produce oxydiphthalic acid. The acid may be treated to reform oxydiphthalic anhydride. The most effective composition range for the acid-water mixture is from about 25% acid to 75% acid.
    Type: Grant
    Filed: October 25, 1991
    Date of Patent: September 8, 1992
    Assignee: Occidental Chemical Corporation
    Inventor: Viesturs Lesins