The -c(=x)- Is Part Of A -c(=x)xh Group, Wherein The X's Are The Same Or Diverse Chalcogens, Or Salt Thereof (e.g., Trimellitic Anhydride, Etc.) Patents (Class 549/245)
  • Patent number: 11021428
    Abstract: An object of the present invention is to provide a method for producing cis,cis-1,2,4-cyclohexanetricarboxylic acid crystals, from which high purity cis,cis-1,2,4-cyclohexanetricarboxylic acid crystals are obtained. The method for producing cis,cis-1,2,4-cyclohexanetricarboxylic acid crystals of the present invention comprises the following steps: Step 1: measuring a mass ratio (cis/trans ratio) of cis,cis-1,2,4-cyclohexanetricarboxylic acid to trans,trans-1,2,4-cyclohexanetricarboxylic acid in an aqueous starting material solution comprising the cis,cis-1,2,4-cyclohexanetricarboxylic acid to give an aqueous starting material solution for crystal precipitation having a cis/trans ratio of 10 or more; and Step 2: subjecting the aqueous starting material solution for crystal precipitation obtained in step 1 to crystal precipitation.
    Type: Grant
    Filed: March 19, 2018
    Date of Patent: June 1, 2021
    Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Shinya Saito, Tatsuyuki Kumano
  • Patent number: 9500039
    Abstract: Methods of forming a polycrystalline compact for use in an earth-boring tool include sintering a plurality of hard particles with catalyst material to form a polycrystalline material that includes a plurality of inter-bonded particles of hard material integrally formed with the catalyst material and introducing at least a portion of the polycrystalline material to a reactive material to remove at least a portion of the catalyst material contained within the polycrystalline material. The reactive material may include at least one of a molten glass, an ionic compound, a leaching liquor, and a chemical plasma. The reactive material may be introduced to the polycrystalline material at a temperature of greater than or equal to a melting point thereof.
    Type: Grant
    Filed: April 24, 2015
    Date of Patent: November 22, 2016
    Assignee: Baker Hughes Incorporated
    Inventor: Anthony A. DiGiovanni
  • Patent number: 9243671
    Abstract: A fixed type constant velocity universal joint includes an outer joint member, an inner joint member, a plurality of balls for transmitting torque provided between track grooves of the outer joint member and track grooves of the inner joint member, and a cage for retaining the balls. Grease is enclosed in the fixed type constant velocity universal joint which includes a thickener and a lubricant component which is constituted by base oil. The grease contains 90% by mass or more of paraffinic mineral oil with respect to the total mass of the lubricant component of the grease, and 3 to 8% by mass of the thickener with respect to the total mass of the components of the grease.
    Type: Grant
    Filed: September 22, 2010
    Date of Patent: January 26, 2016
    Assignee: NTN CORPORATION
    Inventors: Tomoshige Kobayashi, Minoru Ishijima, Kisao Yamazaki, Aiko Ishikawa
  • Patent number: 8815999
    Abstract: Disclosed are novel cross-linkable end-cappers for oligo- and polyimides. End-capped oligo- and polyimides comprising such an end-capper may be cured at a lower temperature compared to oligo- and polyimides end-capped with PEPA.
    Type: Grant
    Filed: April 15, 2011
    Date of Patent: August 26, 2014
    Assignee: Nexam Chemical AB
    Inventors: Jan-Erik Rosenberg, Daniel Röme, David Persson, Erik Lager, Malin Knutsson, Dane Momcilovic
  • 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: 7569708
    Abstract: Trans, trans-1,2,4-cyclohexanetricarboxylic acid-1,2-anhydride represented by the following formula 1: a cyclohexanetricarboxylic anhydride being liquid at ordinary temperatures which contains such a anhydride, and a production method thereof. The cyclohexanetricarboxylic anhydride being liquid at ordinary temperatures is produced by melting 1,2,4-cyclohexanetricarboxylic acid and/or 1,2,4-cyclohexanetricarboxylic acid-1,2-anhydride at 180 to 300° C. under heating. Since the cyclohexanetricarboxylic anhydride is liquid at ordinary temperatures, it is advantageously used in industrial applications such as raw materials or modifiers for coating compositions, adhesives, shaped articles, sealing resins for photosemiconductors, curing agents and polyimide resins, raw materials for plasticizers and lubricant oils, intermediates for medicines and agricultural chemicals, raw material for coating resins, raw material for toner resins, etc.
    Type: Grant
    Filed: November 19, 2004
    Date of Patent: August 4, 2009
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventor: Atsushi Okoshi
  • 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: 6410753
    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: Grant
    Filed: May 22, 2001
    Date of Patent: June 25, 2002
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kazuo Tanaka, Hiroshi Ogawa, Ikutaro Maruki
  • Patent number: 6147076
    Abstract: The present invention provides a compound having the structure: ##STR1## wherein R.sub.1 R.sub.6 and R.sub.7 are independently hydrogen, OH, NH.sub.2, SH, halogen, C.sub.1 -C.sub.9 linear or branched chain alkyl, alkylmercapto, alkylamino, dialkylamino, alkoxy, phenyl, etc.; wherein R.sub.0 and R.sub.2 are independently hydrogen, OH, linear or branched chain alkyl, --CR.sub.3 R.sub.3 --CH(O)CH.sub.2, --CR.sub.3 R.sub.3 --CH.sub.2 CH.sub.3, --CR.sub.3 R.sub.3 --CH.sub.2 CH.sub.2 OH, --CR.sub.3 R.sub.3 --CH(OH)R.sub.4 or --CR.sub.3 R.sub.3 --CH.dbd.CHR.sub.4 ; wherein R.sub.3 and R.sub.4 are independently hydrogen, halogen, C.sub.1 -C.sub.9 linear or branched chain alkyl, phenyl, etc.; wherein R.sub.5 is hydrogen, C.sub.1 -C.sub.9 linear or branched chain alkyl, phenyl, etc.; and wherein R.sub.8 is hydrogen, C.sub.1 -C.sub.9 linear or branched chain acyl, benzoyl, etc.; with the proviso that (a) when R.sub.2 is --CR.sub.3 R.sub.3 --CH(O)CH.sub.2, --CR.sub.3 R.sub.3 --CH.sub.2 CH.sub.3, --CR.sub.3 R.sub.3 --CH.
    Type: Grant
    Filed: November 15, 1996
    Date of Patent: November 14, 2000
    Assignees: Sloan-Kettering Institute for Cancer Research, The Trustees of Columbia University in the City of New York
    Inventors: Samuel J. Danishefsky, Kristopher Depew, Stephen P. Marsden, William Bornmann, Ting Chao Chou, Andrej Zatorski
  • Patent number: 6031061
    Abstract: A bis(trisubstitutedtrimellitic anhydride) derivative and a polyesterimide for optical communications, the polyesterimide being formed therefrom. The polyesterimide has a high refractive index, so that when using such polyesterimide as a material for a core of an optical fiber, the range of materials that can be selected for the cladding becomes wide. Also, a coating property and adhesion to a substrate are improved, thereby providing a good film forming property and thermal stability. Also, because the polyesterimide can minimize optical loss at a near infrared wavelength range, the polyesterimide is very useful as an optical material in the optical communications field adopting the light of near infrared wavelength.
    Type: Grant
    Filed: December 31, 1998
    Date of Patent: February 29, 2000
    Assignee: SamSung Electronics Co., Ltd.
    Inventors: Dong-hack Suh, Sun-young Chung, Tae-hyung Rhee
  • 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: 5932641
    Abstract: Filled thermoplastic and/or thermosetting polymer compositions comprising a partially esterified carboxyl-group containing anhydride dispersant.
    Type: Grant
    Filed: January 31, 1997
    Date of Patent: August 3, 1999
    Assignee: Coatex S.A.
    Inventors: Pierre Blanchard, Patrick Trouve
  • Patent number: 5895820
    Abstract: A process for the production of a trimellitic acid by oxidizing dialkyl aromatic aldehyde and/or its oxide derivative in a liquid phase, the oxidation being carried out in a lower aliphatic carboxylic acid solvent having a water content of 5 to 70% by weight in the presence of a catalyst containing a heavy metal and bromine or being carried out in a solvent containing a lower aliphatic carboxylic acid in the presence of a bromine-manganese catalyst system containing zirconium and/or cerium, and a process for the production of high-quality trimellitic acid anhydride from the trimellitic acid.
    Type: Grant
    Filed: July 15, 1998
    Date of Patent: April 20, 1999
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kazuo Tanaka, Masashi Yabuno, Hiroshi Ogawa, Atsushi Ohkoshi
  • 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: 5710241
    Abstract: The present invention relates to monoanhydride monomer compounds, methods of making such compounds and reaction products of the monoanhydride-diacid compounds with other monomers. The inventive monomer compounds exhibit selective reactivity, that is, the dianhydride locus is substantially more reactive towards amines than the diacid locus making it possible to sequentially synthesize a new class of materials suitable for membranes, catalytic substrates or any speciality material required for advanced applications.
    Type: Grant
    Filed: March 2, 1994
    Date of Patent: January 20, 1998
    Assignee: Hoechst Celanese Corp.
    Inventors: Michael Haubs, Paul Foley, Dominick L. Cangiano
  • Patent number: 5670660
    Abstract: An apparatus and process for the recovery of airborne anhydrides such as anhydride vapor or dust wherein these airborne anhydrides are contacted with hot glycol, such as diethylene glycol, in the liquid phase to first dissolve and then react with the airborne anhydrides yielding a useable by-product, such as half-esters. In the preferred embodiment, first airborne anhydrides are introduced at the top of a venturi where the anhydrides are contacted with diethylene glycol of at least 270.degree. F. The airborne anhydrides dissolve in the glycol and then react with the glycol to form a solution of half-esters and glycol. The venturi enhances the contact between the glycol and the first airborne anhydrides, facilitating the dissolution of the anhydrides in the glycol. Second airborne anhydrides are introduced at the discharge side of the venturi such that the second airborne anhydrides dissolve in unreacted hot glycol and then react to form additional half-esters.
    Type: Grant
    Filed: December 6, 1994
    Date of Patent: September 23, 1997
    Assignee: Cook Composites and Polymers Co.
    Inventors: Ronald H. Horn, Lee W. Barwick
  • Patent number: 5412108
    Abstract: A method for preparing cis, cis, cis-1,2,4-cyclohexanetricarboxylic acid comprising contacting trimellitic acid with molecular hydrogen at an elevated temperature and pressure in the presence of a solvent and a catalyst comprising a transition metal deposited on a carbon support having a surface area of at least about 940 m.sup.2 /gram, and the anhydride formed by dehydrating cis, cis, cis-1,2,4-cyclohexanetricarboxylic acid.
    Type: Grant
    Filed: January 5, 1994
    Date of Patent: May 2, 1995
    Assignee: Amoco Corporation
    Inventor: Allison M. Fisher
  • 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: 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: 5250724
    Abstract: A very selective process for the catalytic air oxidation of pseudocumene to trimellitic acid. Manganese, cobalt, cerium and titanium in the presence of bromine are used as the catalyst.
    Type: Grant
    Filed: May 12, 1992
    Date of Patent: October 5, 1993
    Assignee: Alusuisse Italia S.p.A.
    Inventors: Carlo Fumagalli, Lorenzo Capitanio, Giancarlo Stefani
  • 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: 5124461
    Abstract: A process for the production of trimellitic anhydride with improved color is disclosed. The process comprises heat treating trimellitic anhydride in the presence of oxides of boron or hydrated oxides of boron followed by fractionation. Trimellitic anhydride is used in the manufacture of polyesters and polyamide-imides.
    Type: Grant
    Filed: August 5, 1991
    Date of Patent: June 23, 1992
    Assignee: Amoco Corporation
    Inventor: Chang-Man Park
  • Patent number: 5112992
    Abstract: The addition of hafnium to oxidation catalysts provided by a heavy transition metal-bromine ion catalyst combination containing cobalt-manganese-bromine or manganese-bromine or cobalt-bromine and a soluble source of hafnium uniquely increases catalytic activity of the said catalyst combination for converting methyl groups on the benzene nucleus. The presence of hafnium in the total reactor contents is equal to or less than 250 parts per million by weight of the total reactor mother liquor. The solubility of the hafnium in the reactor solvent is such that reactor product cake contains less than 0.3 ppm by weight. Bromine emissions can be reduced.
    Type: Grant
    Filed: June 6, 1991
    Date of Patent: May 12, 1992
    Assignee: Amoco Corporation
    Inventors: Frank G. Belmonte, Kristi A. Fjare, Walter Partenheimer
  • Patent number: 5101050
    Abstract: A process for the production of aromatic esters or aromatic anhydrides with improved color properties is disclosed. This process comprises treating the aromatic ester or aromatic anhydride with an activated boric acid followed by fractionation.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: March 31, 1992
    Assignee: Amoco Corporation
    Inventors: Chang M. Park, Ronald Coates, Juergen K. Holzhauer, John V. Peterson
  • Patent number: 5095141
    Abstract: A process is disclosed for oxidation of pseudocumene to trimellitic acid wherein process residue and bottoms from stripping procedures to recover process solvent are recycled and incorporated in filtrate mother liquor and reinjected into the oxidation reactor at a point in time at least after the first methyl group in the pseudocumene molecule has been oxidized to a carboxy group. Recovery of trimellitic acid is increased, catalyst recovery is increased in a form suitable for immediate recycle to the oxidation reaction, and waste products from the oxidation process are substantially reduced.
    Type: Grant
    Filed: December 19, 1990
    Date of Patent: March 10, 1992
    Assignee: Amoco Corporation
    Inventors: Wayne P. Schammel, Chang-Man Park, Donald E. Ruedin, John N. Wood, Leo C. Fende
  • Patent number: 5069818
    Abstract: Functionalized polyphenylene ether compositions are provided which are particularly useful for effecting compatibility for a blend of polyphenylene ether resin and a polyamide resin. The functionalized-polyphenylene ether is the reaction product of a polyphenylene ether polymer and a compound having the general formula (i)--Z--(ii), wherein group (i) is a polyphenylene ether-philic moiety such as acyl chloride, group (ii) is a polyamide-philic moiety such as dicarboxylic acid anhydride, and Z is a divalent hydrocarbon radical providing a covalent linkage between groups (i) and (ii). An example of the compound having general formula (i)--Z--(ii) is trimellitic anhydride acid chloride.
    Type: Grant
    Filed: March 13, 1989
    Date of Patent: December 3, 1991
    Assignee: General Electric Company
    Inventors: David F. Aycock, Sai-Pei Ting
  • Patent number: 5010207
    Abstract: A process for the production of trimellitic anhydride with improved color properties disclosed. This process comprises treating trimellitic anhydride with an activated silicon compound followed by fractionation and at temperatures of about 200.degree. to about 300.degree. C. and a decreasing pressure of about 1 to about 25 mm Hg. Trimellitic anhydride is used in the manufacture of polyesters and polyamides-imides.
    Type: Grant
    Filed: January 10, 1990
    Date of Patent: April 23, 1991
    Assignee: Amoco Corporation
    Inventor: Chang M. Park
  • Patent number: 4948921
    Abstract: A process for the oxidation of pseudocumene to TMLA is disclosed which comprises catalytic oxidation of pseudocumene with air in the presence of acetic acid in an oxidation zone in the liquid phase wherein the weight ratio of acetic acid to pseudocumene is in the range of about 0.5-0:1.0 and the catalyst comprises one or more heavy metal oxidation catalysts comprising zirconium, cobalt, and manganese to provide about 0.1 to about 0.4 weight percent total metals based on pseudocumene and a source of bromine. The addition of the bromine component is controlled to provide a total of about 0.10 to about 0.30 weight percent total bromine based on pseudocumene. The total weight ratio of bromine ions to total metals ions is about 0.5 to about 2.0. The zirconium content is about 1 to about 5% and the manganese content is about 14 to about 60% each by weight of the total metals. The reaction temperature is about 300.degree. F. to about 420.degree. F.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: August 14, 1990
    Assignee: Amoco Corporation
    Inventors: Michael R. Green, Wayne P. Schammel
  • Patent number: 4946970
    Abstract: There is provided a trimellitic anhydride composition having a reduced tendency to form trimellitic anhydride dust which composition comprises trimellitic anhydride treated with at least one organic compound wherein the organic compound is both liquid and substantially non-volatile at normal ambient temperatures and pressures. There is also provided a method for suppressing dust emitted from trimellitic anhydride which method comprises treating the trimellitic anhydride with the aforementioned organic compounds.
    Type: Grant
    Filed: December 2, 1988
    Date of Patent: August 7, 1990
    Assignee: Amoco Corporation
    Inventors: Michael R. Green, Chang M. Park, Adel B. Abdul-Malek
  • Patent number: 4931572
    Abstract: In accordance with the process of this invention, an improved titanium dioxide rutile-based catalyst for molecular oxidation of a hydrocarbon to form the corresponding carboxylic anhydrides is prepared by the steps of (a) forming a catalyst precursor by depositing on titanium dioxide solids in the rutile form a discontinuous monolayer amount of at least one source of a Group IA metal oxide; (b) calcining the thus-formed catalyst precursor under conditions sufficient to convert the Group IA metal oxide source into the corresponding Group IA metal oxide; (c) depositing upon the calcined catalyst precursor a catalytically effective amount of at least one vanadium oxide source which is convertible into vanadium oxide upon heating; and (d) calcining the vanadium-deposited solids under conditions sufficient to convert the vanadium compound into vanadium oxide.
    Type: Grant
    Filed: May 17, 1989
    Date of Patent: June 5, 1990
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Ramzi Y. Saleh, Israel E. Wachs
  • Patent number: 4864036
    Abstract: In accordance with the process of this invention, an improved catalyst for molecular oxidation of a hydrocarbon to form the corresponding carboxylic anhydrides is prepared by the steps of (a) forming a catalyst precursor by depositing on titanium dioxide solids in the anatase form a discontinuous monolayer amount of at least one source of a Group VIB metal oxide; (b) calcining the thus-formed catalyst precursor under conditions sufficient to convert the Group VIB metal oxide source into the corresponding group VIB metal oxide; (c) depositing upon amount of at least one vanadium oxide source which is calcining the vanadium-deposited solids under conditions sufficient to convert the vanadium compound into vanadium oxide.
    Type: Grant
    Filed: June 30, 1988
    Date of Patent: September 5, 1989
    Assignee: Exxon research & Engineering Company
    Inventors: Ramzi Y. Saleh, Isreal E. Wachs
  • Patent number: 4855457
    Abstract: In accordance with the process of this invention, an improved catalyst for molecular oxidation of a hydrocarbon to form the corresponding carboxylic anhydrides is prepared by the steps of (a) forming a catalyst precursor by depositing on titanium dioxide solids in the anatase form at least a monolayer amount of at least one vanadium oxide source which is convertible to vanadium oxide upon calcining; (b) calcining the thus-formed catalyst precursor under conditions sufficient to convert the tantalum oxide source into the oxide form; (c) depositing upon the calcined catalyst precursor a catalytically effective amount of at least one vanadium oxide source which is convertible into vanadium oxide upon heating and at least one metal oxide source selected from the group consisting of oxides of Sb, Ga, Ge, In, T.sub.1, Pb, Se, Te, P and Bi, which is convertible into the corresponding metal oxide upon heating and which is reactive with V.sub.2 O.sub.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: August 8, 1989
    Assignee: Exxon Research & Engineering Company
    Inventors: Saleh Y. Ramzi, Israel E. Wachs
  • Patent number: 4824915
    Abstract: Functionalized polyphenylene ether compositions are provided which are particularly useful for effecting compatibility for a blend of polyphenylene ether resin and a polyamide resin. The functionalized-polyphenylene ether is the reaction product of a polyphenylene ether polymer and a compound having the general formula (i)--Z--(ii), wherein group (i) is a polyphenylene ether-philic moiety such as acyl chloride, group (ii) is a polyamide-philic moiety such as dicarboxylic acid anhydride, and Z is a divalent hydrocarbon radical providing a covalent linkage between groups (i) and (ii). An example of the compound having general formula (i)--Z--(ii) is trimellitic anhydride acid chloride.
    Type: Grant
    Filed: September 26, 1985
    Date of Patent: April 25, 1989
    Assignee: General Electric Company
    Inventors: David F. Aycock, Sai-Pei Ting
  • Patent number: 4797497
    Abstract: A process for the purification of trimellitic anhydride is disclosed herein in which molten trimellitic anhydride is mixed with pseudocumene at a temperature of about 200.degree. F. to about 450.degree. F. and wherein the purified trimellitic anhydride is recovered by crystallization from the pseudocumene mother liquor. The recovered trimellitic anhydride is further washed and dried. Trimellitic anhydride is useful in the manufacture of amide imide resins and various polyester.
    Type: Grant
    Filed: February 25, 1988
    Date of Patent: January 10, 1989
    Assignee: Amoco Corporation
    Inventor: Wayne P. Schammel
  • Patent number: 4788296
    Abstract: An integrated process for manufacture of trimellitic acid anhydride by the steps of catalytic oxidation of pseudocumene in the presence of acetic acid in an oxidation zone wherein liquid-phase conditions are mantained, cooling the oxidation reaction effluent to crystallize trimellitic acid, separating and recovering crystallized trimellitic acid, conducting the thermal conversion of the trimellitic acid to its anhydride continuously in two series staged dehydration zones and evaporating acetic acid solvent and hydrocarbon. Vapor from the first dehydration zone and the acetic acid mother liquor are combined as feed for distilling acetic acid and water mixture therefrom leaving a residue having high melting solids. The residue is combined with a bottom fraction from distillation of trimellitic anhydride product having catalyst metals and the combined material is added to the first dehydration zone in an amount of up to about 50 weight percent of the combined residue and bottom fraction.
    Type: Grant
    Filed: May 29, 1987
    Date of Patent: November 29, 1988
    Assignee: Amoco Corporation
    Inventors: Bonnie M. Robbins, Joseph P. Egan, Daniel A. Morlang, Aaron R. Slagel
  • Patent number: 4785120
    Abstract: Yield and assay (purity) improvements in the reaction of bromine and the Diels-Alder addition product of maleic anhydride and a conjugated diene in the presence of a nitrogenous acid acceptor are realized in the instant process. The heating time after completion of bromine addition is increased to more completely eliminate hydrogen bromide from the reaction medium and thereby drive the reaction to completion. Also, the type of catalyst selected for use is one which will yield a phthalimide by-product impurity having a boiling point which differs enough from the boiling point of the desired product to allow for distillative separation of the impurity and desired product.
    Type: Grant
    Filed: July 27, 1987
    Date of Patent: November 15, 1988
    Assignee: Stauffer Chemical Company
    Inventor: Edmund J. Rumanowski
  • Patent number: 4748255
    Abstract: Reaction of an aromatic dianhydride with a polycyclic aromatic primary diamine at a controlled reaction rate yields a diamic acid dianhydride oligomer. The oligomer may be a precursor for an imide foam which forms at low temperature, has outstanding physical characteristics, and is extremely heat resistant. The diamic acid moiety may be converted to diimide, and other modifications of the oligomer are disclosed. Other derivatives of the oligomers are also disclosed.
    Type: Grant
    Filed: July 27, 1987
    Date of Patent: May 31, 1988
    Assignee: Thermal Science, Inc.
    Inventors: John A. Parker, Rubin Feldman, Robert L. Bryant
  • Patent number: 4650880
    Abstract: A process for purifying crude substituted phthalic anhydrides, e.g. 4-methylphthalic anhydride, derived from the dehydrogenation in the presence of bromine of a Diels-Alder addition product of a conjugated diene, e.g. isoprene, and maleic anhydride. In this process, a mixture of the crude, liquid substituted phthalic anhydride, e.g. 4-methylphthalic anhydride, and an alkali is heated to a temperature effective to reduce the impurities present in the crude substituted phthalic anhydride. Suitable alkalis can include sodium hydroxide and sodium carbonate. Mild alkalis are heated to a higher temperature, e.g. 130.degree. C. for sodium carbonate, whereas stronger alkalis are heated to a lower temperature, e.g. 90.degree. C. for sodium hydroxide.
    Type: Grant
    Filed: December 20, 1985
    Date of Patent: March 17, 1987
    Assignee: Stauffer Chemical Company
    Inventor: Avinash Kachhy
  • Patent number: 4642358
    Abstract: Acyl modified polyphenylene ether compositions are provided by combining or reacting a polyphenylene ether polymer and a compound which contains both (i) at least one acyl functional group and (ii) at least one group capable of reacting or associating with a polyamide resin, an example of a compound containing both group (i) and group (ii) is trimellitic anhydride acid chloride.
    Type: Grant
    Filed: October 23, 1984
    Date of Patent: February 10, 1987
    Assignee: General Electric Company
    Inventors: David F. Aycock, Sai-Pei Ting
  • Patent number: 4587350
    Abstract: A process for the oxidation of pseudocumene to trimellitic acid anhydride is disclosed which comprises catalytic oxidation of pseudocumene with air in the presence of acetic acid in an oxidation zone in the liquid phase wherein the weight ratio of acetic acid to pseudocumene is in the range of about 0.5-4.0:1.0 and the catalyst comprises one or more heavy metal oxidation catalysts comprising zirconium, cobalt, and manganese to provide about 0.1 to about 0.4 weight percent total metals based on pseudocumene and a source of bromine. The addition of the bromine component is controlled to provide a total of about 0.10 to about 0.30 weight percent total bromine based on pseudocumene. The total weight ratio of bromine ions to total metals ions is about 0.5 to about 2.0. The zirconium content is about 1 to about 5% and the manganese content is about 14 to about 60% each by weight of the total metals. The reaction temperature is about 100.degree. C. to about 250.degree. C.
    Type: Grant
    Filed: June 14, 1985
    Date of Patent: May 6, 1986
    Assignee: Amoco Corporation
    Inventors: Peter H. Kilner, Joseph P. Egan, Jr., Stephen G. Ceisel, Wayne P. Schammel
  • Patent number: 4582911
    Abstract: In accordance with the process of this invention, an improved catalyst for molecular oxidation of an aromatic hydrocarbon to form the corresponding aromatic carboxylic anhydrides is prepared by the steps of forming a catalyst precursor by depositing on titanium dioxide solids in the anatase form a discontinuous monolayer amount of at least one source of tantalum oxide, calcining the thus-formed catalyst precursor under conditions sufficient to convert the tantalum oxide source into the oxide form, depositing upon the calcined catalyst precursor a catalytically effective amount of at least one vanadium compound which is convertible into vanadium oxide upon heating and calcining the vanadium-deposited solids under conditions sufficient to convert the vanadium compound into vanadium oxide.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: April 15, 1986
    Assignee: Exxon Research & Engineering Co.
    Inventors: Israel E. Wachs, Ramzi Y. Saleh, Claudio C. Chersich
  • Patent number: 4582912
    Abstract: In accordance with the process of this invention, an improved catalyst for molecular oxidation of a hydrocarbon to form the corresponding carboxylic anhydrides is prepared by the steps of (a) forming a catalyst precursor by depositing on titanium dioxide solids in the anatase form at least a monolayer amount of at least one source of vanadium oxide, (b) calcining the thus-formed catalyst precursor under conditions sufficient to convert the vanadium oxide source into the oxide form, (c) depositing upon the calcined catalyst precursor a catalytically effective amount of at least one vanadium oxide source which is convertible into vanadium oxide upon heating and at least one metal oxide source selected from the group consisting of oxides of Sb, Ga, Ge, In, Tl, Pb, Se, Te, P and Bi, which is convertible into the corresponding metal oxide upon heating and which is reactive with V.sub.2 O.sub.
    Type: Grant
    Filed: October 1, 1984
    Date of Patent: April 15, 1986
    Assignee: Exxon Research & Engineering Co.
    Inventors: Ramzi Y. Saleh, Israel E. Wachs
  • Patent number: 4559405
    Abstract: A process for preparing substituted phthalic anhydrides, e.g. 4-methylphthalic anhydride, in which the Diels-Alder addition product of a conjugated diene, e.g. isoprene, and maleic anhydride is reacted with bromine in the presence of an acid acceptor. Typical acid acceptors include dimethylformamide and pyridine.
    Type: Grant
    Filed: April 16, 1984
    Date of Patent: December 17, 1985
    Assignee: Stauffer Chemical Company
    Inventor: Jeffrey E. Telschow
  • Patent number: 4537978
    Abstract: A process for the oxidation of pseudocumene to trimellitic acid anhydride which comprises catalytic oxidation of pseudocumene with air in the presence of acetic acid in an oxidation zone in the liquid phase and wherein the weight ratio of acetic acid to pseudocumene is in the range of about 1.0-2.5:1.0 and the catalyst comprises one or more heavy metal oxidation catalysts comprising zirconium, cobalt and manganese to provide about 0.2 to about 0.4 weight percent total metals based on pseudocumene and a source of bromine. The addition of the bromine component is controlled to provide a total of about 0.10 to about 0.30 weight percent total bromine based on pseudocumene. The total weight ratio of bromide ions to total metals ions is about 0.7 to about 2.0. The zirconium content is about 1 to about 5% and manganese content is about 14 to about 24% each by weight of the total metals. The reaction temperature is about 100.degree. C. to about 250.degree. C.
    Type: Grant
    Filed: March 20, 1984
    Date of Patent: August 27, 1985
    Assignee: Standard Oil Company (Indiana)
    Inventors: Peter H. Kilner, Joseph P. Egan, Jr., Stephen G. Ceisel, Wayne P. Schammel
  • Patent number: 4517371
    Abstract: A vanadium, phosphorus oxygen containing catalyst composition capable of partially oxidizing hydrocarbons (e.g., n-butane) to form a carboxylic anhydride (e.g., maleic anhydride), a process for preparing this catalyst, and a process for using this catalyst to form such anhydrides is disclosed. The catalyst composition is prepared by an organic heterogenous technique followed by a water treatment step and activation.
    Type: Grant
    Filed: May 9, 1983
    Date of Patent: May 14, 1985
    Assignee: Exxon Research & Engineering Co.
    Inventors: Tai-Cheng Yang, Krishna K. Rao, I-Der Huang
  • Patent number: 4497958
    Abstract: A heterogeneous process for preparing a vanadium-phosphorus-oxygen containing catalyst for use in the preparation of carboxylic anhydrides is disclosed. This process employs an activation procedure in an air-hydrocarbon atmosphere.
    Type: Grant
    Filed: October 3, 1983
    Date of Patent: February 5, 1985
    Assignee: Exxon Research & Engineering Co.
    Inventors: Tai-Cheng Yang, Krishna K. Rao, I-der Huang
  • Patent number: 4485244
    Abstract: A thermal process for the decarboxylation and dehydration of aromatic acid residue to convert such residue to grindable form and recover the solvent of reaction therefrom.
    Type: Grant
    Filed: November 3, 1982
    Date of Patent: November 27, 1984
    Assignee: The Standard Oil Company
    Inventors: Joseph D. Fox, George E. Kuhlmann, John G. Hundley
  • Patent number: 4376789
    Abstract: Disclosed are novel polyhydric alcohol partial esters of polycarboxylic acids from Diels-Alder adducts of maleic anhydride and a straight chain unsaturated carboxylic acid having ten to twenty-five carbon atoms. The partial esters can be subsequently sulfated.The polyhydric alcohol can be a mono- or disaccharide such as sucrose or mannose.The partial esters are surfactants which are dermatologially acceptable and useful in personal products and skin-care products.
    Type: Grant
    Filed: March 4, 1981
    Date of Patent: March 15, 1983
    Assignee: Grillo-Werke AG
    Inventors: Norbert Lowicki, Natvarlal B. Desai
  • Patent number: 4370487
    Abstract: A method of preparation and/or purification of acid anhydrides is disclosed. Dicarboxylic or polycarboxylic acids contained in the anhydrides to be treated, are dehydrated in an organic solvent in the presence of activated carbon.
    Type: Grant
    Filed: April 15, 1981
    Date of Patent: January 25, 1983
    Inventors: Gerhard Meyer, Erich Klimesch