Gas Phase Patents (Class 562/415)
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Publication number: 20150094487Abstract: A process and a mixture for oxidizing an alkyl-aromatic compound comprises forming a mixture comprising the alkyl-aromatic compound, a solvent, a bromine source, a catalyst, and ammonium acetate; and contacting the mixture with an oxidizing agent at oxidizing conditions to produce an oxidation product comprising at least one of an aromatic aldehyde, an aromatic alcohol, an aromatic ketone, and an aromatic carboxylic acid. The solvent comprises a carboxylic acid having from 1 to 7 carbon atoms; and the catalyst comprises at least one of cobalt, titanium, manganese, chromium, copper, nickel, vanadium, iron, molybdenum, tin, cerium, and zirconium.Type: ApplicationFiled: December 9, 2014Publication date: April 2, 2015Inventors: Alakananda Bhattacharyya, Joel T. Walenga
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Patent number: 8685334Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: February 11, 2011Date of Patent: April 1, 2014Assignee: Grupo Petrotemex, S.A. de C.V.Inventors: Alan George Wonders, Puneet Gupta, Lee Reynolds Partin, Wayne Scott Strasser, Marcel de Vreede
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Publication number: 20130267733Abstract: Disclosed are processes and systems for the production of aromatic carboxylic acids, such as purified terephthalic acid. The processes result in reduced volatile aromatic monocarboxylic acid contamination throughout various stages of the PTA process when compared to known processes. This permits the various effluent streams to be recycled back to several stages in the production process, which allows for the efficient production of pure PTA at a lower cost.Type: ApplicationFiled: May 4, 2011Publication date: October 10, 2013Applicant: INVISTA North America S. a. r.l.Inventor: Alan Macpherson Ure
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Patent number: 8470257Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: January 30, 2009Date of Patent: June 25, 2013Assignee: Grupo Petrotemex, S.A. de C.V.Inventors: Alan George Wonders, Lee Reynolds Partin, Wayne Scott Strasser, Marcel deVreede, Puneet Gupta
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Publication number: 20120022287Abstract: Oxidation process can include: introducing small droplets of liquid reaction mixture having oxidizable reactant, catalyst, and solvent into a reaction zone containing oxygen and diluent gas; and oxidizing the reactant with the oxygen at a suitable reaction temperature and a suitable reaction pressure to produce an oxidized product. The liquid reaction mixture can have an aromatic feedstock having an oxidizable substituent as the oxidizable reactant. The oxidized product can include an aromatic compound having at least one carboxylic acid. For example, the aromatic feedstock can include a benzene ring having at least one oxidizable alkyl substituent, furan hetero-ring having at least one oxidizable alkyl substituent, a naphthalene poly-ring having at least one oxidizable alkyl substituent, derivatives thereof, and mixtures thereof.Type: ApplicationFiled: March 23, 2010Publication date: January 26, 2012Inventors: Bala Subramaniam, Daryle H. Busch, Fenghul Niu
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Patent number: 8058369Abstract: The present invention relates to a bubble column reactor comprising a column reactor having a sparger plate dividing the column reactor into a top reaction compartment and a bottom compartment, characterized in that an inlet and outlet line for introducing and disposing a flushing medium are connected to the bottom compartment; and an operation method thereof.Type: GrantFiled: September 6, 2006Date of Patent: November 15, 2011Assignees: Saudi Basic Industries Corporation, Linde AGInventors: Richard Schneider, Peter M. Fritz, Sebastian Muschelknautz, Heinz Bölt, Talal Ali, Fuad Mosa
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Patent number: 7901636Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: February 25, 2009Date of Patent: March 8, 2011Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Robert Lin, Marcel de Vreede, Lee Reynolds Partin
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Patent number: 7884233Abstract: A process is provided for producing an enriched carboxylic acid compositions produced by contacting composition comprising a carboxylic acid with an enrichment feed in an enrichment zone to form an enriched carboxylic acid composition. This invention also relates to a process and the resulting compositions for removing catalyst from a carboxylic acid composition to produce a post catalyst removal composition.Type: GrantFiled: June 26, 2009Date of Patent: February 8, 2011Assignee: Eastman Chemical CompanyInventors: Philip Edward Gibson, Kenny Randolph Parker, Ronald Buford Sheppard
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Publication number: 20100324331Abstract: The invention relates to mixed oxide catalysts made of hollow shapes for the catalytic gas phase oxidation of olefins, and to a method for producing the catalysts by applying them as a layer to a carrier made of organic material and removing said organic material. The reaction into aldehydes and carboxylic acids occurs by air or oxygen in the presence of inert gases in different quantity ratios, at elevated temperatures and pressure in the presence of said catalysts.Type: ApplicationFiled: January 28, 2008Publication date: December 23, 2010Inventors: Achim Fischer, Werner Burkhardt, Stefan Röder, Klaus Huthmacher
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Patent number: 7829037Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: August 29, 2007Date of Patent: November 9, 2010Assignee: Eastman Chemical CompanyInventors: Thomas Earl Woodruff, Alan George Wonders
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Publication number: 20100204488Abstract: A multimetal oxide of the formula I Aga-bMbV2Ox*cH2O,??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) 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, which 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: ApplicationFiled: February 7, 2010Publication date: August 12, 2010Inventors: Thomas Heidemann, Hartmut Hibst, Stefan Bauer, Ulf Dietrich
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Patent number: 7741514Abstract: A catalyst of the invention includes an imide compound having a N-substituted cyclic imide skeleton represented by following Formula (I): wherein R is a hydroxyl-protecting group. Preferred R is a hydrolyzable protecting group. R may be a group obtained from an acid by eliminating an OH group therefrom. Such acids include, for example, carboxylic acids, sulfonic acids, carbonic acid, carbamic acid, sulfuric acid, nitric acid, phosphoric acids and boric acids. The catalyst may include the imide compound and a metallic compound in combination. In the presence of the catalyst, (A) a compound capable of forming a radical is allowed to react with (B) a radical scavenging compound and thereby yields an addition or substitution reaction product of the compound (A) and the compound (B) or a derivative thereof. This catalyst can produce an organic compound with a high selectivity in a high yield as a result of, for example, an addition or substitution reaction under mild conditions.Type: GrantFiled: August 15, 2006Date of Patent: June 22, 2010Assignee: Daicel Chemical Industries, Ltd.Inventors: Yasutaka Ishii, Tatsuya Nakano, Takahiro Iwahama, Naruhisa Hirai
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Patent number: 7649109Abstract: A polyester production process employing an esterification system that uses a distillation column to recover alcohol produced from an esterification zone and then recirculates the recovered alcohol back to the esterification zone without substantially cooling the recovered alcohol.Type: GrantFiled: December 7, 2006Date of Patent: January 19, 2010Assignee: Eastman Chemical CompanyInventor: Bruce Roger DeBruin
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Patent number: 7582793Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: September 1, 2009Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Gino Georges Lavoie, Charles Edwan Sumner, Jr.
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Patent number: 7557243Abstract: A process is provided for producing an enriched carboxylic acid compositions produced by contacting composition comprising a carboxylic acid with an enrichment feed in an enrichment zone to form an enriched carboxylic acid composition. This invention also relates to a process and the resulting compositions for removing catalyst from a carboxylic acid composition to produce a post catalyst removal composition.Type: GrantFiled: March 1, 2006Date of Patent: July 7, 2009Assignee: Eastman Chemical CompanyInventors: Philip Edward Gibson, Kenny Randolph Parker, Ronald Buford Sheppard
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Patent number: 7501537Abstract: Disclosed is an optimized system for more efficiently and economically producing terephthalic acid. The system minimizes or eliminates the need for liquor exchange upstream of oxidative digestion and/or upstream of substantial cooling of the TPA-containing slurry.Type: GrantFiled: March 1, 2006Date of Patent: March 10, 2009Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Ronald Buford Sheppard, Martin De Boer, Raymond Elbert Fogle, Marcel de Vreede
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Patent number: 7498003Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: August 29, 2007Date of Patent: March 3, 2009Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Lee Reynolds Partin, Wayne Scott Strasser, Marcel deVreede, Puneet Gupta
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Patent number: 7498002Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: August 29, 2007Date of Patent: March 3, 2009Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Howard Wood Jenkins, Jr., Lee Reynolds Partin, Wayne Scott Strasser, Marcel deVreede
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Patent number: 7491369Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: August 29, 2007Date of Patent: February 17, 2009Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Thomas Earl Woodruff, Ronald Buford Sheppard, Wayne Scott Strasser
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Patent number: 7482482Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: January 27, 2009Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Marcel de Vreede, Lee Reynolds Partin, Wayne Scott Strasser
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Patent number: 7399882Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: July 15, 2008Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Howard Wood Jenkins, Jr., Lee Reynolds Partin, Wayne Scott Strasser, Marcel de Vreede
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Patent number: 7390921Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: June 24, 2008Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Marcel de Vreede, Lee Reynolds Partin, Wayne Scott Strasser, Puneet Gupta
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Patent number: 7381836Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: June 3, 2008Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Lee Reynolds Partin, Wayne Scott Strasser, Marcel de Vreede, Puneet Gupta
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Patent number: 7371894Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: May 13, 2008Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Marcel de Vreede, Lee Reynolds Partin, Wayne Scott Strasser
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Patent number: 7371866Abstract: A process for catalytically oxidizing alkylaromatic compounds of the formula (I) Ar—CH2—R where Ar is an optionally substituted, aromatic or heteroaromatic 5-membered or 6-membered ring or a ring system having up to 20 carbon atoms where Ar may optionally be fused to a C1-C6-alkyl group in which up to 2 carbon atoms may be replaced by a heteroatom, and R is hydrogen, phenyl, benzyl or heteroaryl, where the phenyl, benzyl or heteroaryl radicals may also be joined to Ar by a bridge, or R together with Ar forms an optionally substituted ring system which may contain one or more optionally substituted heteroatoms, to the corresponding aromatic or heteroaromatic carboxylic acids in a solvent with ozone in the presence of a transition metal catalyst and optionally in the presence of an acid at a temperature between ?70° C. and 110° C. to the corresponding carboxylic acid.Type: GrantFiled: May 15, 2003Date of Patent: May 13, 2008Assignee: DSM Fine Chemicals Austria Nfg GmbH & Co KGInventors: Walther Jary, Peter Poechlauer, Thorsten Ganglberger
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Patent number: 7361784Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: April 22, 2008Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Gino Georges Lavoie, Charles Edwan Sumner, Jr.
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Patent number: 7358389Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: March 1, 2006Date of Patent: April 15, 2008Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Thomas Earl Woodruff, Ronald Buford Sheppard, Wayne Scott Strasser
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Patent number: 7355068Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: March 1, 2006Date of Patent: April 8, 2008Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Thomas Earl Woodruff, Ronald Buford Sheppard, Wayne Scott Strasser
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Patent number: 7338918Abstract: A catalyst is described which has a catalytically active composition which contains a phase A and a phase B in the form of three-dimensional delimited regions, wherein phase A is a silver-vanadium oxide bronze and phase B a mixed oxide phase based on titanium dioxide and vanadium pentoxide. The catalyst serves to prepare aldehydes, carboxylic acids and/or carboxylic anhydrides from aromatic or heteroaromatic hydrocarbons by gas phase oxidation.Type: GrantFiled: March 24, 2005Date of Patent: March 4, 2008Assignee: BASF AktiengesellschaftInventors: Samuel Neto, Frank Rosowski, Sebastian Storck, Stefan Bauer
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Patent number: 6852879Abstract: Disclosed is a method and solvent composition capable of removing iron oxide deposits from the surface of titanium components without substantially damaging the underlying titanium component. Iron oxide deposits may be removed from the surface of a titanium component by contacting the titanium component with the solvent composition of the invention. The solvent composition may then be removed from contact with the titanium component to obtain a recyclable solvent composition which is recycled into repeated contact with the titanium component. The solvent composition comprises an aqueous mixture of an organic acid and a hydrohalide acid.Type: GrantFiled: September 26, 2002Date of Patent: February 8, 2005Assignee: BP Corporation North America Inc.Inventors: Frank G. Belmonte, Kenneth J. Abrams, James Delaney, Jr., Scott G. Kramer, David L. Sikkenga
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Patent number: 6768013Abstract: A novel process for the direct oxidation of hydrogen and hydrocarbons is disclosed, where the explosion risks inherent in gas phase oxidations are substantially eliminated. Gaseous oxidation reactants are soluble in a first reaction solvent phase such as a perfluorocarbon (e.g. C8F18) and the oxidation product is preferentially soluble in a second product solvent phase such as water or a dilute acid. A solid catalyst such as palladium on alumina is then contacted with the dissolved reactants. The oxidation product such as hydrogen peroxide may be separated from the reaction solvent phase by extraction into the immiscible product solvent phase and then separated from it by distillation, thereby allowing re-use of the aqueous phase. The present invention may be carried out using a two-phase reaction system whereby both the reaction solvent and product solvent are contained within a reaction vessel into which the solid catalyst is slurried and mechanically agitated to promote the reaction.Type: GrantFiled: June 15, 2001Date of Patent: July 27, 2004Assignee: UOP LLCInventor: Peter R. Pujado
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Patent number: 6765113Abstract: A process for the production of an aromatic carboxylic acid comprising contacting in the presence of a catalyst, within a continuous flow reactor, one or more precursors of the aromatic carboxylic acid with an oxidant, such contact being effected with said precursor(s) and the oxidant in an aqueous solvent comprising water under supercritical conditions or near supercritical conditions close to the supercritical point such that said one or more precursors, oxidant and aqueous solvent constitute a substantially single homogeneous phase in the reaction zone, wherein the contact of at least part of said precursor with said oxidant is contemporaneous with contact of said catalyst with at least part of said oxidant.Type: GrantFiled: July 13, 2001Date of Patent: July 20, 2004Assignee: E.I. Du Pont de Nemours and CompanyInventors: Derek Alexander Graham, Paul Anthony Hamley, Raymond Oliver, Martyn Poliakoff, Duncan Woodcock, Thomas Ilkenhans
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Publication number: 20030050504Abstract: The present invention relates to the preparation of an aromatic carboxylic acid by contacting an alkyl aromatic compound with an oxygen containing gas in the presence of a encapsulated oxo-bridged organometallic cluster catalyst.Type: ApplicationFiled: June 28, 2001Publication date: March 13, 2003Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCHInventors: Darbha Srinivas, Suhas Arunkumar Chavan, Paul Ratnasamy
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Publication number: 20020028968Abstract: A process for the production of an aromatic carboxylic acid comprising contacting in the presence of a catalyst, within a continuous flow reactor, one or more precursors of the aromatic carboxylic acid with an oxidant, such contact being effected with said precursor(s) and the oxidant in an aqueous solvent comprising water under supercritical conditions or near supercritical conditions close to the supercritical point such that said one or more precursors, oxidant and aqueous solvent constitute a substantially single homogeneous phase in the reaction zone, wherein the contact of at least part of said precursor with said oxidant is contemporaneous with contact of said catalyst with at least part of said oxidant.Type: ApplicationFiled: July 13, 2001Publication date: March 7, 2002Inventors: Derek Alexander Graham, Paul Anthony Hamley, Thomas Ilkenhans, Raymond Oliver, Martyn Poliakoff, Duncan C. Woodcock
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Patent number: 5811588Abstract: Process for the preparation of 3-phenylpropanal in which cinnamaldehyde is hydrogenated with the aid of a Pd-containing catalyst in the presence of a small amount of water. A high yield and a high selectivity are obtained in a commercially attractive process. The reaction mixture obtained can without intermediate further processing be subjected to an oxidation in which the cinnamaldehyde is oxidized to 3-phenylpropionic acid with a high degree of conversion and a high selectivity. The combination of the two process steps constitutes a simple, commercially attractive process for the preparation of 3-phenylpropionic acid using cinnamaldehyde as a starting material. The resulting 3-phenyl-propionic acid product may serve as an intermediate reagent in the synthesis of anti-viral pharmaceuticals, particularly HIV protease inhibitors.Type: GrantFiled: April 16, 1997Date of Patent: September 22, 1998Assignee: DSM N.V.Inventors: Anna M. C. F. Castelijns, Johanna M. Hogeweg, Simon P. J. M. van Nispen
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Patent number: 5550284Abstract: Alkoxynaphthalenecarboxylic acid is produced by a process comprising the addition of 1,3-butadiene to alkoxyalkylbenzene to yield an adduct. The adduct is cyclized in the presence of an acid catalyst to alkoxyalkyltetralin. The tetralin derivative is then dehydrogenated to produce aloxyalkylnaphthalene, which is oxidized to alkoxynaphthalenecarboxylic acid.Type: GrantFiled: August 16, 1994Date of Patent: August 27, 1996Assignee: Sumikin Chemical Co., Ltd.Inventors: Toshio Sato, Ikuo Ito, Kazuhiko Maeda, Keiichi Yokota, Takeshi Namekata, Akihiko Nemoto
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Patent number: 5504218Abstract: 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: GrantFiled: April 4, 1995Date of Patent: April 2, 1996Assignee: Nippon Shokubai Co., Ltd.Inventors: Tsukasa Takahashi, Tatsuya Kawabata, Masaaki Okuno, Yasuhisa Emoto, Toshio Sagane, Kenji Ueda
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Patent number: 5442103Abstract: A process for producing 2,6-naphthalenedicarboxylic acid by oxidizing 2,6-dimethylnaphthalene by molecular oxygen in the presence of a catalyst including cobalt, manganese and bromine. The oxidation reaction is performed by using a 2,6-dialkylnaphthalene mixture of 2,6-dimethynaphthalene and a small amount of 2,6-diisopropylnaphthalene as a raw material. Thus, the desired 2,6-naphthalenedicarboxylic acid can be produced at a high yield.Type: GrantFiled: November 16, 1993Date of Patent: August 15, 1995Assignee: Mitsubishi Petrochemical Co., Ltd.Inventors: Hiroshi Iwane, Takahiro Sugawara, Katsufumi Kujira, Naoki Suzuki, Tomoya Sakata
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Patent number: 5387699Abstract: 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: GrantFiled: December 22, 1993Date of Patent: February 7, 1995Assignee: Industrie GmbHInventors: Werner Wagner, Frank Muller, Hans-Jurgen Eberle, Franz Grundei
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Patent number: 5274126Abstract: A compound of the formula ##STR1## and the dianhydride thereof are prepared by air oxidation in the presence of a catalyst mixture composed of at least 2 heavy metal salts and also bromine in an acid organic medium. The compounds can be employed for the preparation of partially fluorinated polycondensates, such as polyimides, polycarboxamides, esters of polyamidecarboxylic acids, polyamides and imide-oligomers.Type: GrantFiled: June 5, 1992Date of Patent: December 28, 1993Assignee: Hoechst AGInventors: Freimund Rohrscheid, Wolfgang Appel, Gunter Siegemund
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Patent number: 5136104Abstract: From a methoxy-, tertiary butyl-, or phenoxy-substituted toluene, a corresponding substituted benzaldehyde is obtained by the catalytic gas-phase oxidation of the substituted toluene with a molecular oxygen-containing gas in the presence of a catalyst composition represented by the formula, V.sub.a X.sub.b Y.sub.c O.sub.d, wherein X stands for at least one element from among Na, K, Rb, Cs, and Tl (with the exception of a case wherein K is used alone), Y for at least one element from among Mg, Ca, Sr, Ba, Nb, Ta, P, Sb, Bi, Cu, Ag, Ti, Fe, Co, Ni, Sn, Ce, and Zn, and a, b, c, and d jointly represent an atomic ratio of the relevant elements.Type: GrantFiled: January 12, 1987Date of Patent: August 4, 1992Assignee: Nippon Shokubai Kagaku Kogyo Co. Ltd.Inventors: Noboru Saito, Isao Nakamura, Michio Ueshima, Kazuhiro Takatsu, Isao Nagai
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Patent number: 4939296Abstract: Catalytically-active metallic glasses containing at least one element from a subgroup of the periodic system and at least one element from a main group of the periodic system. Process for the production of catalytically-active metallic glasses where the metallic glass is produced from at least one element from a subgroup of the periodic system and at least from one element from a main group of the periodic system. The metallic glasses are activated by self-activation or by an oxidative and/or reductive treatment. The catalytically-active metallic glasses can be used as hydration, oxidation or isomerization catalysts.Type: GrantFiled: April 14, 1989Date of Patent: July 3, 1990Assignee: Lonza Ltd.Inventors: Volker Franzen, Hans-Joachim Guntherodt, Alphons Baiker, Erich Armbruster, Halim Baris
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Patent number: 4912233Abstract: Disclosed are a para- or meta-terphenyl-3,4,3",4"-tetracarboxylic acid or a dianhydride and a process for preparing the same. The para- or meta-terphenyl-3,4,3",4"-tetracarboxylic acid or a dianhydride thereof according to the present invention is a novel compound which is useful as a raw material for a polyimide having higher heat resistance and so on.Type: GrantFiled: October 21, 1988Date of Patent: March 27, 1990Assignee: Hitachi Chemical Company, Ltd.Inventors: Tohru Kikuchi, Toshiyuki Fujita, Takayuki Saito
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Patent number: 4885116Abstract: Synthetic procedures to tetraalkyls, tetraacids and dianhydrides substituted 1,1,1-triaryl-2,2,2-trifluoroethanes which comprises: (1) 1,1-bis(dialkylaryl)-1-aryl-2,2,2-trifluoroethane, (2) 1,1-bis(dicarboxyaryl)-1-aryl-2,2,2-trifluoroethane or (3) cyclic dianhydride or diamine of 1,1-bis(dialkylaryl)-1-aryl-2,2,2-trifluoroethanes. The synthesis of (1) is accomplished by the condensation reaction of an aryltrifluoromethyl ketone with a dialkylaryl compound. The synthesis of (2) is accomplished by oxidation of (1). The synthesis dianhydride of (3) is accomplished by the conversion of (2) to its corresponding cyclic dianhydride. The synthesis of the diamine is accomplished by the similar reaction of an aryltrifluoromethyl ketone with aniline or alkyl substituted or disubstituted anilines. Also, other derivatives of the above are formed by nucleophilic displacement reactions.Type: GrantFiled: February 23, 1988Date of Patent: December 5, 1989Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: William B. Alston, Roy F. Gratz
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Patent number: 4863888Abstract: The preparation, structure, and properties of solid inorganic materials containing cobalt, boron, oxygen and, optionally, aluminum, is described. Also described is the use of such materials in catalytic compositions for the conversion of organic compounds. In particular, the new material Co(BO.sub.2)OH is described as well as the use of such material in various catalyzed processes including oxidation of organic compound processes. A particularly useful process is a heterogeneous catalyzed partial oxidation of an alkylaromatic followed by complete oxidation to an aromatic polycarboxlic acid in a water phase.Type: GrantFiled: April 29, 1988Date of Patent: September 5, 1989Assignee: Amoco CorporationInventors: Judith B. Melville, L. Charles Hardy, David A. Young
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Patent number: 4735789Abstract: Catalytically-active metallic glasses containing at least one element from a subgroup of the periodic system and at least one element from a main group of the periodic system. Process for the production of catalytically-active metallic glasses where the metallic glass is produced from at least one element from a subgroup of the periodic system and at least from one element from a main group of the periodic system. The metallic glasses are activated by self-activation or by an oxidative and/or reductive treatment. The catalytically-active metallic glasses can be used as hydrogenation oxidation or isomerization catalysts.Type: GrantFiled: July 25, 1985Date of Patent: April 5, 1988Assignee: Lonza Ltd.Inventors: Volker Franzen, Hans-Joachim Guntherodt, Alphons Baiker, Erich Armbruster, Halim Baris
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Patent number: 4675440Abstract: The invention relates to a process for preparing purified, virtually odorless, solid benzoic acid obtained from toluene by oxidation with a gas containing molecular oxygen, by means of a treatment using an inert gas or gas mixture, wherein the benzoic acid to be purified is supplied in a liquid state to a fluid or spouted bed granulator in which the prevailing temperature is below the solidification temperature of the benzoic acid and in which the benzoic acid is treated, during and possibly after the granulating process, with the said gas or gas mixture, the impurities present being taken up in whole or in part in the gas or gas mixture, upon which the benzoic acid thus purified is removed from the fluid or spouted bed device.Type: GrantFiled: January 3, 1986Date of Patent: June 23, 1987Assignee: Stamicarbon B.V.Inventors: Stanislaus M. P. Mutsers, Michael H. Willems, Wilhelmus P. Wolvers
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Patent number: 4665200Abstract: In a method for the preparation of pyromellitic acid or its anhydride by catalytic vapor phase oxidation of a tetra-C.sub.1 -C.sub.4 -alkylbenzene using a catalyst comprising catalytically active material composed of 1 to 20 parts by weight of V.sub.2 O.sub.5, 99 to 80 parts by weight of TiO.sub.2 and/or SnO.sub.2 and/or ZrO.sub.2, and per one hundred parts by weight of V.sub.2 O.sub.5, TiO.sub.2 and/or SnO.sub.2 and/or ZrO.sub.2 0.02 to 10 parts by weight, calculated as P.sub.2 O.sub.5, of a phosphorus compound, 0.01 to 5 parts by weight, calculated as Nb.sub.2 O.sub.5, of a niobium compound, 0 to 1.2 parts by weight, calculated as oxide, of at least one metal selected from the group consisting of potassium, cesium, rubidium and thallium, and 0 to 10 parts by weight, calculated as Sb.sub.2 O.sub.Type: GrantFiled: March 20, 1986Date of Patent: May 12, 1987Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.Inventors: Yoshiyuki Nakanishi, Yoji Akazawa, Ikuo Kurimoto, Youjirou Takahashi, Shinichi Uchida, Hisashi Yoshikawa
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Patent number: 4547587Abstract: Pharmaceutical benzoic acid is prepared from raw benzoic acid made of oxidation of toluene with an oxygen containing gas, the process is characterized in that the oxidation reaction product is contacted with at least 1 m.sup.3 per kg of benzoic acid of a gas with a critical temperature lower than 435 K by passing this gas through the oxidation reaction product at a flow rate of at least 1 m.sup.3 per hour per kg of benzoic acid at a temperature of 340-600 K. and a pressure of at least 3 MPa. The pharmaceutical benzoic acid is separated from the mixture by cooling it to 315-370 K. at a pressure of 3-300 MPa.Type: GrantFiled: December 22, 1983Date of Patent: October 15, 1985Assignee: Stamicarbon B.V.Inventors: Ludovicus A. L. Kleintjens, Hubertus M. J. Grooten
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Patent number: 4539425Abstract: Benzoic acid is prepared by oxidation of toluene with an oxygen containing gas, the process is characterized in that the oxidation reaction product is subjected to an extraction with a gas of which the critical temperature is lower than 435 K, this being effected by passing it during at least 1 minute over or through the oxidation reaction product at a flow rate of at least 1 m.sup.3 gas per hour per kg of benzoic acid at a temperature of 285-340 K and at a pressure of at least 3 MPa.Type: GrantFiled: December 22, 1983Date of Patent: September 3, 1985Assignee: Stamicarbon B.V.Inventors: Ludovicus A. L. Kleintjens, Hubertus M. J. Grooten