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)
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Patent number: 11021428Abstract: 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: GrantFiled: March 19, 2018Date of Patent: June 1, 2021Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.Inventors: Shinya Saito, Tatsuyuki Kumano
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Patent number: 9500039Abstract: 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: GrantFiled: April 24, 2015Date of Patent: November 22, 2016Assignee: Baker Hughes IncorporatedInventor: Anthony A. DiGiovanni
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Patent number: 9243671Abstract: 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: GrantFiled: September 22, 2010Date of Patent: January 26, 2016Assignee: NTN CORPORATIONInventors: Tomoshige Kobayashi, Minoru Ishijima, Kisao Yamazaki, Aiko Ishikawa
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Patent number: 8815999Abstract: 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: GrantFiled: April 15, 2011Date of Patent: August 26, 2014Assignee: Nexam Chemical ABInventors: Jan-Erik Rosenberg, Daniel Röme, David Persson, Erik Lager, Malin Knutsson, Dane Momcilovic
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Patent number: 7910749Abstract: 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: GrantFiled: February 22, 2006Date of Patent: March 22, 2011Assignee: Daicel Chemical Industrial, Ltd.Inventors: Yasuteru Kajikawa, Naruhisa Hirai, Jun Kuwana
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Patent number: 7569708Abstract: 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: GrantFiled: November 19, 2004Date of Patent: August 4, 2009Assignee: Mitsubishi Gas Chemical Company, Inc.Inventor: Atsushi Okoshi
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Publication number: 20080269507Abstract: 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: ApplicationFiled: February 22, 2006Publication date: October 30, 2008Inventors: Yasuteru Kajikawa, Naruhisa Hirai, Jun Kuwana
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Patent number: 6410753Abstract: 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: GrantFiled: May 22, 2001Date of Patent: June 25, 2002Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Kazuo Tanaka, Hiroshi Ogawa, Ikutaro Maruki
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Patent number: 6147076Abstract: 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: GrantFiled: November 15, 1996Date of Patent: November 14, 2000Assignees: Sloan-Kettering Institute for Cancer Research, The Trustees of Columbia University in the City of New YorkInventors: Samuel J. Danishefsky, Kristopher Depew, Stephen P. Marsden, William Bornmann, Ting Chao Chou, Andrej Zatorski
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Patent number: 6031061Abstract: 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: GrantFiled: December 31, 1998Date of Patent: February 29, 2000Assignee: SamSung Electronics Co., Ltd.Inventors: Dong-hack Suh, Sun-young Chung, Tae-hyung Rhee
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Patent number: 6018057Abstract: 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: GrantFiled: July 7, 1993Date of Patent: January 25, 2000Assignee: Rhodia ChimieInventors: Michel Alas, Michel Gubelmann, Jean-Michel Popa
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Patent number: 5932641Abstract: Filled thermoplastic and/or thermosetting polymer compositions comprising a partially esterified carboxyl-group containing anhydride dispersant.Type: GrantFiled: January 31, 1997Date of Patent: August 3, 1999Assignee: Coatex S.A.Inventors: Pierre Blanchard, Patrick Trouve
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Patent number: 5895820Abstract: 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: GrantFiled: July 15, 1998Date of Patent: April 20, 1999Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Kazuo Tanaka, Masashi Yabuno, Hiroshi Ogawa, Atsushi Ohkoshi
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Patent number: 5731443Abstract: 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: GrantFiled: May 2, 1995Date of Patent: March 24, 1998Assignee: Exxon Chemical Patents Inc.Inventors: Herbert Peter Dengler, James Joseph Baiel
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Patent number: 5710241Abstract: 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: GrantFiled: March 2, 1994Date of Patent: January 20, 1998Assignee: Hoechst Celanese Corp.Inventors: Michael Haubs, Paul Foley, Dominick L. Cangiano
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Patent number: 5670660Abstract: 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: GrantFiled: December 6, 1994Date of Patent: September 23, 1997Assignee: Cook Composites and Polymers Co.Inventors: Ronald H. Horn, Lee W. Barwick
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Patent number: 5412108Abstract: 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: GrantFiled: January 5, 1994Date of Patent: May 2, 1995Assignee: Amoco CorporationInventor: Allison M. Fisher
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Patent number: 5346919Abstract: 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: GrantFiled: August 2, 1993Date of Patent: September 13, 1994Assignee: Nissan Chemical Industries, Ltd.Inventors: Tsuneo Watanabe, Takeshi Yasumoto, Michio Murata, Michito Tagawa, Hiroyuki Narushima, Takashi Furusato, Masao Kuwahara, Masami Hanaue, Tatsuya Seki
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Patent number: 5260456Abstract: 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: GrantFiled: April 21, 1992Date of Patent: November 9, 1993Assignee: Rhone-Poulenc ChimieInventors: Michel Alas, Michel Gubelmann, Jean-Michel Popa
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Patent number: 5250724Abstract: 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: GrantFiled: May 12, 1992Date of Patent: October 5, 1993Assignee: Alusuisse Italia S.p.A.Inventors: Carlo Fumagalli, Lorenzo Capitanio, Giancarlo Stefani
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Patent number: 5235070Abstract: 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: GrantFiled: July 19, 1991Date of Patent: August 10, 1993Assignee: Amoco CorporationInventors: Michael R. Green, Chang M. Park, Adel B. Abdul-Malek
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Patent number: 5124461Abstract: 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: GrantFiled: August 5, 1991Date of Patent: June 23, 1992Assignee: Amoco CorporationInventor: Chang-Man Park
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Patent number: 5112992Abstract: 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: GrantFiled: June 6, 1991Date of Patent: May 12, 1992Assignee: Amoco CorporationInventors: Frank G. Belmonte, Kristi A. Fjare, Walter Partenheimer
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Process for the production of aromatic anhydrides and aromatic esters with superior color properties
Patent number: 5101050Abstract: 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: GrantFiled: October 31, 1990Date of Patent: March 31, 1992Assignee: Amoco CorporationInventors: Chang M. Park, Ronald Coates, Juergen K. Holzhauer, John V. Peterson -
Patent number: 5095141Abstract: 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: GrantFiled: December 19, 1990Date of Patent: March 10, 1992Assignee: Amoco CorporationInventors: Wayne P. Schammel, Chang-Man Park, Donald E. Ruedin, John N. Wood, Leo C. Fende
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Patent number: 5069818Abstract: 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: GrantFiled: March 13, 1989Date of Patent: December 3, 1991Assignee: General Electric CompanyInventors: David F. Aycock, Sai-Pei Ting
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Patent number: 5010207Abstract: 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: GrantFiled: January 10, 1990Date of Patent: April 23, 1991Assignee: Amoco CorporationInventor: Chang M. Park
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Patent number: 4948921Abstract: 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: GrantFiled: June 29, 1989Date of Patent: August 14, 1990Assignee: Amoco CorporationInventors: Michael R. Green, Wayne P. Schammel
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Patent number: 4946970Abstract: 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: GrantFiled: December 2, 1988Date of Patent: August 7, 1990Assignee: Amoco CorporationInventors: Michael R. Green, Chang M. Park, Adel B. Abdul-Malek
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Patent number: 4931572Abstract: 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: GrantFiled: May 17, 1989Date of Patent: June 5, 1990Assignee: Exxon Chemical Patents Inc.Inventors: Ramzi Y. Saleh, Israel E. Wachs
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Patent number: 4864036Abstract: 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: GrantFiled: June 30, 1988Date of Patent: September 5, 1989Assignee: Exxon research & Engineering CompanyInventors: Ramzi Y. Saleh, Isreal E. Wachs
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Patent number: 4855457Abstract: 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: GrantFiled: December 21, 1987Date of Patent: August 8, 1989Assignee: Exxon Research & Engineering CompanyInventors: Saleh Y. Ramzi, Israel E. Wachs
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Patent number: 4824915Abstract: 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: GrantFiled: September 26, 1985Date of Patent: April 25, 1989Assignee: General Electric CompanyInventors: David F. Aycock, Sai-Pei Ting
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Patent number: 4797497Abstract: 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: GrantFiled: February 25, 1988Date of Patent: January 10, 1989Assignee: Amoco CorporationInventor: Wayne P. Schammel
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Patent number: 4788296Abstract: 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: GrantFiled: May 29, 1987Date of Patent: November 29, 1988Assignee: Amoco CorporationInventors: Bonnie M. Robbins, Joseph P. Egan, Daniel A. Morlang, Aaron R. Slagel
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Patent number: 4785120Abstract: 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: GrantFiled: July 27, 1987Date of Patent: November 15, 1988Assignee: Stauffer Chemical CompanyInventor: Edmund J. Rumanowski
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Patent number: 4748255Abstract: 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: GrantFiled: July 27, 1987Date of Patent: May 31, 1988Assignee: Thermal Science, Inc.Inventors: John A. Parker, Rubin Feldman, Robert L. Bryant
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Patent number: 4650880Abstract: 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: GrantFiled: December 20, 1985Date of Patent: March 17, 1987Assignee: Stauffer Chemical CompanyInventor: Avinash Kachhy
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Patent number: 4642358Abstract: 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: GrantFiled: October 23, 1984Date of Patent: February 10, 1987Assignee: General Electric CompanyInventors: David F. Aycock, Sai-Pei Ting
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Patent number: 4587350Abstract: 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: GrantFiled: June 14, 1985Date of Patent: May 6, 1986Assignee: Amoco CorporationInventors: Peter H. Kilner, Joseph P. Egan, Jr., Stephen G. Ceisel, Wayne P. Schammel
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Patent number: 4582911Abstract: 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: GrantFiled: June 29, 1984Date of Patent: April 15, 1986Assignee: Exxon Research & Engineering Co.Inventors: Israel E. Wachs, Ramzi Y. Saleh, Claudio C. Chersich
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Patent number: 4582912Abstract: 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: GrantFiled: October 1, 1984Date of Patent: April 15, 1986Assignee: Exxon Research & Engineering Co.Inventors: Ramzi Y. Saleh, Israel E. Wachs
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Patent number: 4559405Abstract: 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: GrantFiled: April 16, 1984Date of Patent: December 17, 1985Assignee: Stauffer Chemical CompanyInventor: Jeffrey E. Telschow
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Patent number: 4537978Abstract: 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: GrantFiled: March 20, 1984Date of Patent: August 27, 1985Assignee: Standard Oil Company (Indiana)Inventors: Peter H. Kilner, Joseph P. Egan, Jr., Stephen G. Ceisel, Wayne P. Schammel
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Patent number: 4517371Abstract: 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: GrantFiled: May 9, 1983Date of Patent: May 14, 1985Assignee: Exxon Research & Engineering Co.Inventors: Tai-Cheng Yang, Krishna K. Rao, I-Der Huang
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Patent number: 4497958Abstract: 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: GrantFiled: October 3, 1983Date of Patent: February 5, 1985Assignee: Exxon Research & Engineering Co.Inventors: Tai-Cheng Yang, Krishna K. Rao, I-der Huang
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Patent number: 4485244Abstract: 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: GrantFiled: November 3, 1982Date of Patent: November 27, 1984Assignee: The Standard Oil CompanyInventors: Joseph D. Fox, George E. Kuhlmann, John G. Hundley
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Patent number: 4376789Abstract: 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: GrantFiled: March 4, 1981Date of Patent: March 15, 1983Assignee: Grillo-Werke AGInventors: Norbert Lowicki, Natvarlal B. Desai
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Patent number: 4370487Abstract: 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: GrantFiled: April 15, 1981Date of Patent: January 25, 1983Inventors: Gerhard Meyer, Erich Klimesch