Two Benzene Rings Bonded Directly To The -o-c(=o)o- Group (i.e., Diaryl Carbonates) Patents (Class 558/274)
-
Patent number: 6242632Abstract: A platinum metal-containing supported catalyst in which the support contains mixed oxides of metals, transition metals and semiconductor elements, which can act as redox catalysts under the reaction conditions is disclosed. Also disclosed is the preparation of these catalysts and their use in a process for preparing diaryl carbonates.Type: GrantFiled: February 11, 2000Date of Patent: June 5, 2001Assignee: Bayer AktiengesellschaftInventors: Carsten Hesse, Ulrich Notheis, Johann Rechner
-
Patent number: 6215014Abstract: Hydroxyaromatic compounds such as phenol are carbonylated with oxygen and carbon monoxide in the presence of a catalyst system comprising a Group VIIIB metal, preferably palladium; an alkali metal or alkaline earth metal halide, preferably sodium bromide; and at least one sulfone such as sulfolane. The catalyst system also preferably contains a compound of another metal, preferably lead.Type: GrantFiled: August 27, 1999Date of Patent: April 10, 2001Assignee: General Electric CompanyInventors: Bruce Fletcher Johnson, Kirill Vladimirovich Shalyaev, Grigorii Lev Soloveichik, Eric James Pressman
-
Patent number: 6215015Abstract: Hydroxyaromatic compounds such as phenol are carbonylated with oxygen and carbon monoxide in the presence of a catalyst system comprising a Group VIIIB metal, preferably palladium; an iodide salt, preferably sodium iodide; and at least one organic bisphosphine such as 1,3-bis(diphenylphosphino)propane or 1,4-bis(diphenylphosphino)butane. The catalyst system also preferably contains a compound of cerium or lead.Type: GrantFiled: April 17, 2000Date of Patent: April 10, 2001Assignee: General Electric CompanyInventors: Ben Purushotam Patel, Grigorii Lev Soloveichik, John Yaw Ofori
-
Patent number: 6207849Abstract: A method and catalyst system for producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the method includes the step of contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system having catalytic amounts of the following components: a Group VIII B metal source; a combination of inorganic co-catalysts including a copper source and at least one of a titanium source or a zirconium source; an onium chloride composition; and a base. Alternative embodiments include inorganic co-catalyst combinations of a lead source and at least one of a titanium source or a manganese source.Type: GrantFiled: January 31, 2000Date of Patent: March 27, 2001Assignee: General Electric CompanyInventors: Kirill Vladimirovich Shalyaev, Grigorii Lev Soloveichik, Bruce Fletcher Johnson, Donald Wayne Whisenhunt, Jr.
-
Patent number: 6207848Abstract: The method of the present invention comprises reaction of a gaseous mixture of oxygen and carbon monoxide with an aromatic hydroxy compound in the presence of a catalyst under controlled pressure, wherein the partial pressure of oxygen is optimized to effect increased yields at reduced overall pressure.Type: GrantFiled: December 18, 1998Date of Patent: March 27, 2001Assignee: General Electric CompanyInventor: Eric James Pressman
-
Patent number: 6201146Abstract: A method and catalyst system for economically producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the present invention provides a method of carbonylating aromatic hydroxy compounds by contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system that includes a catalytic amount of an inorganic co-catalyst containing titanium. In various alternative embodiments, the carbonylation catalyst system can include an effective amount of a palladium source and an effective amount of a halide composition. Further alternative embodiments can include catalytic amounts of various inorganic co-catalyst combinations.Type: GrantFiled: April 29, 1999Date of Patent: March 13, 2001Assignee: General Electric CompanyInventors: James Lawrence Spivack, James Norman Cawse, Donald Wayne Whisenhunt, Jr., Bruce Fletcher Johnson, Grigorii Lev Soloveichik
-
Patent number: 6197991Abstract: A method and catalyst system for economically producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the present invention provides a method of carbonylating aromatic hydroxy compounds by contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system that includes a catalytic amount of an inorganic co-catalyst containing lead and a catalytic amount of an inorganic co-catalyst containing titanium. In various alternative embodiments, the carbonylation catalyst system can include an effective amount of a palladium source and an effective amount of a halide composition. Further alternative embodiments can include catalytic amounts of various inorganic co-catalyst combinations.Type: GrantFiled: April 29, 1999Date of Patent: March 6, 2001Assignee: General Electric CompanyInventors: James Lawrence Spivack, Donald Wayne Whisenhunt, James Norman Cawse, Bruce Fletcher Johnson, Grigorii Lev Soloveichik, John Yaw Ofori, Eric James Pressman
-
Patent number: 6191299Abstract: An improved method for producing an aromatic carbonate by reacting an aromatic hydroxy compound, carbon monoxide and oxygen in the presence of a catalyst system comprising at least one of palladium or a palladium compound; at least one lead compound; at least one halide source; and at least one desiccant, wherein the ratio of equivalents of lead co-catalyst relative to equivalents of palladium catalyst is optimized to increase reaction rate, as well as to allow production of aromatic carbonate in an economically feasible continuous process.Type: GrantFiled: December 31, 1998Date of Patent: February 20, 2001Assignee: General Electric CompanyInventors: Eric James Pressman, Bruce Fletcher Johnson, Phillip Oscar Moreno, Richard Anthony Battista
-
Patent number: 6187942Abstract: A method and catalyst system for producing aromatic carbonates from aromatic hydroxy compounds is disclosed. In one embodiment, the method includes the step of contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system having an effective amount of an iron source as the primary catalyst component in the absence of a Group VIII B metal source. In various alternative embodiments, the carbonylation catalyst system can include at least one inorganic co-catalyst, as well as a halide composition and/or a base.Type: GrantFiled: March 1, 2000Date of Patent: February 13, 2001Assignee: General Electric CompanyInventors: Ben Purushotam Patel, Grigorii Lev Soloveichik, Donald Wayne Whisenhunt, Jr., Kirill Vladimirovich Shalyaev
-
Patent number: 6184409Abstract: A method and catalyst system for producing aromatic carbonates from aromatic hydroxy compounds is disclosed. In one embodiment, the method includes the step of contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system having an effective amount of a nickel source as the primary catalyst component in the absence of a Group VIII B metal source. In various alternative embodiments, the carbonylation catalyst system can include at least one inorganic co-catalyst, as well as a halide composition and/or a base.Type: GrantFiled: March 1, 2000Date of Patent: February 6, 2001Assignee: General Electric CompanyInventors: Ben Purushotam Patel, Grigorii Lev Soloveichik, Donald Wayne Whisenhunt, Jr., Kirill Vladimirovich Shalyaev
-
Patent number: 6180812Abstract: Hydroxyaromatic compounds such as phenol are carbonylated with oxygen and carbon monoxide in the presence of a catalyst system comprising a Group VIII metal having an atomic number of at least 44, preferably palladium; an alkali metal or alkaline earth metal halide, preferably sodium bromide; at least one carboxylic acid amide such as N-methylpyrrolidone or dimethylacetamide; and a cocatalyst which is a compound of one or more metals including copper, titanium, zinc, lead, cerium and manganese.Type: GrantFiled: August 27, 1999Date of Patent: January 30, 2001Assignee: General Electric CompanyInventors: Bruce Fletcher Johnson, Grigorii Lev Soloveichik, Eric James Pressman, Kirill Vladimirovich Shalyaev
-
Patent number: 6175032Abstract: A method and catalyst system for producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the method includes the step of contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system having an effective amount of a cobalt source in the absence of a Group VIII B metal source. In various alternative embodiments, the carbonylation catalyst system can include at least one inorganic co-catalyst, as well as a halide composition and/or a base.Type: GrantFiled: February 22, 2000Date of Patent: January 16, 2001Assignee: General Electric CompanyInventors: Ben Purushotam Patel, Grigorii Lev Soloveichik, Donald Wayne Whisenhunt, Jr., Kirill Vladimirovich Shalyaev
-
Patent number: 6175033Abstract: A method and catalyst system for producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the method includes the step of contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system having an effective amount of a manganese source in the absence of a Group VIII B metal source. In various alternative embodiments, the carbonylation catalyst system can include at least one inorganic co-catalyst, as well as a halide composition and/or a base.Type: GrantFiled: February 22, 2000Date of Patent: January 16, 2001Assignee: General Electric CompanyInventors: Ben Purushotam Patel, Grigorii Lev Soloveichik, Donald Wayne Whisenhunt, Jr., Kirill Vladimirovich Shalyaev
-
Patent number: 6172254Abstract: Hydroxyaromatic compounds such as phenol are carbonylated with oxygen and carbon monoxide in the presence of a catalyst system comprising a Group VIIIB metal, preferably palladium; an alkali metal or alkaline earth metal halide, preferably sodium bromide; and a promoter compound which is at least one C2-8 aliphatic or C7-10 aromatic mono- or dinitrile, preferably acetonitrile or adiponitrile. The catalyst system also preferably contains a compound of a non-Group VIIIB metal, preferably lead.Type: GrantFiled: June 30, 1999Date of Patent: January 9, 2001Assignee: General Electric CompanyInventors: Eric James Pressman, Grigorii Lev Soloveichik, Bruce Fletcher Johnson, Kirill Vladimirovich Shalyaev
-
Patent number: 6169197Abstract: A process for separation between dialkyl carbonate and alkyl carbamate which comprises adding an aromatic hydroxy compound to a liquid comprising alkyl carbamate having an alkyl group having 3 to 6 carbon atoms and dialkyl carbonate having alkyl group having 3 to 6 carbon atoms to obtain a mixed liquid, and distilling the mixed liquid thus obtained in a distillation column to obtain a mixture comprising the dialkyl carbonate and the aromatic hydroxy compound from a top section of the distillation column and a liquid comprising the alkyl carbamate from a bottom section of the distillation column.Type: GrantFiled: June 15, 1999Date of Patent: January 2, 2001Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Takuo Ohshida, Hiroaki Ohgi, Yoshihisa Arai, Masamichi Mizukami
-
Patent number: 6160154Abstract: A method and catalyst system for economically producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the present invention provides a method of carbonylating aromatic hydroxy compounds by contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system that includes a catalytic amount of an inorganic co-catalyst containing copper. In various alternative embodiments, the carbonylation catalyst system can include an effective amount of a palladium source and an effective amount of a halide composition. Further alternative embodiments can include catalytic amounts of various inorganic co-catalyst combinations.Type: GrantFiled: April 29, 1999Date of Patent: December 12, 2000Assignee: General Electric CompanyInventors: James Lawrence Spivack, Donald Wayne Whisenhunt, Jr., James Norman Cawse, Bruce Fletcher Johnson, Marsha Mottel Grade, Grigorii Lev Soloveichik, John Yaw Ofori, Eric James Pressman
-
Patent number: 6160156Abstract: The invention relates to a process for the preparation of aromatic oligocarbonates from dihydroxy compounds, CO and O.sub.2 in the presence of a platinum metal catalyst, a cocatalyst, a quaternary salt and a base, which is carried out in an inert organic solvent which, under the reaction conditions, forms an azeotrope with water, and this azeotrope is removed from the reaction mixture.Type: GrantFiled: December 10, 1999Date of Patent: December 12, 2000Assignee: Bayer AktiengesellschaftInventors: Claus-Peter Reisinger, Wolfgang Ebert
-
Patent number: 6160155Abstract: A method and catalyst system for economically producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the present invention provides a method of carbonylating aromatic hydroxy compounds by contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system that includes a catalytic amount of an inorganic co-catalyst containing ytterbium. In various alternative embodiments, the carbonylation catalyst system can include an effective amount of a palladium source and an effective amount of a halide composition. Further alternative embodiments can include catalytic amounts of various inorganic co-catalyst combinations.Type: GrantFiled: April 29, 1999Date of Patent: December 12, 2000Assignee: General Electric CompanyInventors: James Lawrence Spivack, Donald Wayne Whisenhunt, Jr., James Norman Cawse, Grigorii Lev Soloveichik
-
Patent number: 6143913Abstract: A method and catalyst system for economically producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the present invention provides a method of carbonylating aromatic hydroxy compounds by contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system that includes a catalytic amount of an inorganic co-catalyst containing zinc. In various alternative embodiments, the carbonylation catalyst system can include an effective amount of a palladium source and an effective amount of a halide composition. Further alternative embodiments can include catalytic amounts of various inorganic co-catalyst combinations.Type: GrantFiled: April 29, 1999Date of Patent: November 7, 2000Assignee: General Electric CompanyInventors: James Lawrence Spivack, Donald Wayne Whisenhunt, Jr., James Norman Cawse, Bruce Fletcher Johnson
-
Patent number: 6143914Abstract: A method and catalyst system for economically producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the present invention provides a method of carbonylating aromatic hydroxy compounds by contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system that includes a catalytic amount of a combination of inorganic co-catalysts containing manganese and nickel; manganese and iron; manganese and chromium; manganese and cerium; manganese and europium; manganese, cerium, and europium; manganese, iron, and europium; or manganese and thorium. In various alternative embodiments, the carbonylation catalyst system can include an effective amount of a palladium source and an effective amount of a halide composition. Further alternative embodiments can include catalytic amounts of various other inorganic co-catalyst combinations.Type: GrantFiled: April 29, 1999Date of Patent: November 7, 2000Assignee: General Electric CompanyInventors: James Lawrence Spivack, Donald Wayne Whisenhunt, Jr., James Norman Cawse, Bruce Fletcher Johnson, Grigorii Lev Soloveichik, John Yaw Ofori, Eric James Pressman
-
Patent number: 6114564Abstract: Hydroxyaromatic compounds such as phenol are carbonylated with oxygen and carbon monoxide in the presence of a catalyst system comprising a Group VIII metal having an atomic number of at least 44, preferably palladium; an alkali metal or alkaline earth metal halide, preferably sodium bromide; and at least one aliphatic polyether such as a polyethylene glycol dimethyl ether or a crown ether. The catalyst system also preferably contains a compound of another metal, preferably lead.Type: GrantFiled: August 27, 1999Date of Patent: September 5, 2000Assignee: General Electric CompanyInventors: Eric James Pressman, Grigorii Lev Soloveichik, Kirill Vladimirovich Shalyaev, Bruce Fletcher Johnson
-
Patent number: 6114563Abstract: A method and catalyst system for economically producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the present invention provides a method of carbonylating aromatic hydroxy compounds by contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system that includes a catalytic amount of an inorganic co-catalyst containing bismuth. In various alternative embodiments, the carbonylation catalyst system can include an effective amount of a palladium source and an effective amount of a halide composition. Further alternative embodiments can include catalytic amounts of various inorganic co-catalyst combinations.Type: GrantFiled: April 29, 1999Date of Patent: September 5, 2000Assignee: General Electric Co.Inventors: James Lawrence Spivack, Donald Wayne Whisenhunt, Jr., James Norman Cawse, Bruce Fletcher Johnson, Kirill Shalyaev
-
Patent number: 6093842Abstract: Production of diaryl carbonate esters by reaction of a dialkyl carbonate and an aromatic alcohol to form a diaryl carbonate and an alkyl alcohol is accomplished by introducing three reactant streams into an extractive/reactive distillation column in the presence of a transesterification catalyst. The three reactant streams are a first reactant stream containing a dialkyl carbonate, a second reactant stream containing an aromatic alcohol, and a third reactant stream containing an entraining agent. The entraining agent is selected from among compounds that do not form azeotropes with the dialkyl carbonate or the alkyl alcohol and that boil at a higher temperature than either the dialkyl carbonate or the alkyl alcohol. The first reactant stream is introduced into the column below the second reactant stream, and the second reactant stream is introduced into the column below the third reactant stream. A product stream containing diaryl carbonate esters is recovered from the bottom of the column.Type: GrantFiled: September 25, 1998Date of Patent: July 25, 2000Assignee: General Electric CompanyInventors: Martin H. Oyevaar, Bill W. To, Michael F. Doherty, Michael F. Malone
-
Patent number: 6063952Abstract: Carbonate ester is produced by acid hydrolysis of the reaction product of cupric alkoxide induced reaction between a hydroxy compound and a sulfur compound in a melt process. Diaryl carbonate is produce by hydrolysis of the resulting orthoester.Type: GrantFiled: August 14, 1998Date of Patent: May 16, 2000Assignee: General Electric CompanyInventors: Deborah Ann Haitko, Marsha Mottel Grade
-
Patent number: 6057470Abstract: Reactive distillation equipment applicable to a relatively complicated reaction composed of at least two steps of equilibrium reactions, and a reactive distillation method capable of performing the reaction efficiently. Raw material feeding pipes 5, 6 and 7 are connected to a reactive distillation column 1. The raw material feeding pipes 5, 6 and 7 are disposed on different stages of the reactive distillation column 1 in this order from the top of the column downward. It is preferred that the reactive distillation column 1 includes a stage to which no raw material feeding pipe is connected between a first stage connected to the raw material feeding pipe 5 and a second stage connected to the raw material feeding pipe 6, and between the second stage and a third stage connected to the raw material feeding pipe 7.Type: GrantFiled: January 21, 1998Date of Patent: May 2, 2000Assignee: Nippon Shokubai Co., Ltd.Inventors: Hideaki Tsuneki, Atusi Moriya, Hiroshi Yoshida, Hiroki Wakayama, Kenichi Watanabe, Yoshiyuki Onda
-
Patent number: 6034262Abstract: A continuous flow process for converting hydroxyaromatic compounds to diaryl carbonates by reaction with oxygen and carbon monoxide in the presence of a catalyst system typically comprising a group VIIIB metal or compound thereof, an inorganic co-catalyst, an organic co-catalyst and a hexaalkylguanidinium bromide or chloride, preferably bromide, wherein at least two components of the catalyst system, preferably lead oxide and hexaalkylguanidinium bromide, are introduced separately into the reactor.Type: GrantFiled: December 22, 1998Date of Patent: March 7, 2000Assignee: General Electric CompanyInventor: Phillip Moreno
-
Patent number: 6008399Abstract: A process for preparing organic carbonates, such as dimethyl carbonate, without the use of phosgene and with a high yield and selectivity to the desired carbonate, by reacting a formaldehyde-acetal with a source of oxygen, in the presence of a catalyst.Type: GrantFiled: March 11, 1999Date of Patent: December 28, 1999Assignee: Mobil Oil CorporationInventors: Clarence D. Chang, Jose G. Santiesteban
-
Patent number: 6001768Abstract: In the process for preparing an aromatic carbonate from an aromatic hydroxy compound, CO and O.sub.2 in the presence of a quaternary salt and a base, use is advantageously made of supported catalysts which, in the reaction-ready state, contain a platinum metal, a platinum metal compound or a complex containing a platinum metal compound on a support comprising a metal oxide whose metal can occur in a plurality of oxidation states.Type: GrantFiled: March 29, 1996Date of Patent: December 14, 1999Assignee: Bayer AktiengesellschaftInventors: Hans-Josef Buysch, Carsten Hesse, Jorg-Dietrich Jentsch, Johann Rechner, Eberhard Zirngiebl
-
Patent number: 5981788Abstract: Catalytic materials including divalent palladium compounds, divalent cobalt compounds and bromide sources such as tetraalkylammonium and hexaalkylguanidinium bromides are removed from organic carbonylation reaction mixtures comprising said materials in combination with diaryl carbonate and hydroxyaromatic compound. The removal steps include extraction with an aqueous complexing solution for palladium, extraction with an aqueous non-basic and preferably ionic extractant for cobalt, and extraction with water to remove bromide source. These steps may be combined into an integrated process. Further steps of recycle of the palladium by reduction to elemental palladium and conversion to a catalytically active species, and conversion of cobalt to a catalytically active species, may be included in the integrated process.Type: GrantFiled: November 3, 1997Date of Patent: November 9, 1999Assignee: General Electric CompanyInventors: John Yaw Ofori, Sheldon Jay Shafer, Eric James Pressman, Ganesh Kailasam, Julia Lam Lee
-
Patent number: 5973183Abstract: Addition of phosphine ligands can produce high yields of tetraphenoxymethane, TPM, and diphenylcarbonate, DPC, in short reaction times and improved reaction rates by a copper-induced condensation of phenol and carbon disulfide, CS.sub.2. Either aromatic or aliphatic substituted phosphine ligands can be employed. The copper(I) oxide utilization is significantly improved in reactions containing phosphine ligands, such that yields exceeding 100% tetraphenoxymethane are observed. Some of the sulfur-containing byproduct is transferred to the phosphine in the form of phosphine sulfide.Type: GrantFiled: August 14, 1998Date of Patent: October 26, 1999Assignee: General Electric CompanyInventors: Deborah Ann Haitko, Marsha Mottel Grade, Kathryn Lynn Longley, Robert Edgar Colborn
-
Patent number: 5965472Abstract: Catalyst systems with a content of a platinum-group-metal catalyst, a co-catalyst, a quaternary salt and a base for the oxidative carbonylation of aromatic hydroxy compounds to the corresponding diaryl carbonates are according to the invention obtained as a mother liquor by suspension crystallization and can be returned into the carbonylation reaction or worked up to valuable materials. The crystallizate, which consists predominantly of diaryl carbonate and the parent aromatic hydroxy compound, is worked up to pure diaryl carbonate and pure hydroxy compound.Type: GrantFiled: April 1, 1997Date of Patent: October 12, 1999Assignee: Bayer AGInventors: Hans-Josef Buysch, Carsten Hesse, Johann Rechner, Hans-Peter Wirges
-
Patent number: 5962699Abstract: A process for decolorizing organic carbonates, for example, cyclic alkylene carbonates, which involves contacting a discolored organic carbonate with hydrogen peroxide, is disclosed.Type: GrantFiled: July 23, 1998Date of Patent: October 5, 1999Assignee: Huntsman Petrochemical CorporationInventors: Edward T. Marquis, Robert E. Baldwin
-
Patent number: 5962720Abstract: The present invention relates to an improved method of synthesizing unsymmetric linear organic carbonates comprising the reaction of two symmetric dialkyl carbonates, R.sup.1 and R.sup.2, in the presence of a nucleophilic reagent or an election donating reductant as a catalyst, wherein R.sup.1 and R.sup.2 can be either saturated or unsaturated alkyl or aryl groups, is described. The present invention further provides a preparation method for a nonaqueous organic electrolyte having an unsymmetric linear organic carbonate as a co-solvent.Type: GrantFiled: May 29, 1997Date of Patent: October 5, 1999Assignee: Wilson Greatbatch Ltd.Inventors: Hong Gan, Marcus Palazzo, Esther S. Takeuchi
-
Patent number: 5917077Abstract: Diaryl carbonates such as diphenyl carbonate are prepared by reaction of hydroxyaromatic compounds such as phenol with oxygen and carbon monoxide in the presence of a catalyst composition comprising a Group VIIIB metal such as palladium or a compound thereof, a bromide source such as a quaternary ammonium or hexaalkylguanidinium bromide and a polyaniline in partially oxidized and partially reduced form. The polyaniline is preferably halide-doped and in the form of a blend with a binder polymer containing ether or ester groups and a complex-forming salt.Type: GrantFiled: June 1, 1998Date of Patent: June 29, 1999Assignee: General Electric CompanyInventors: Raghunath Vitthal Chaudhari, Sunil Purushottam Gupte, Ashutosh Anant Kelkar, Subbareddiar Kanagasabapathy, Subramaniam Radhakrishnan
-
Patent number: 5917078Abstract: An improved continuous process for removal of water from a process for producing organic carbonates, particularly diphenyl carbonate, by treating the water containing products of the reaction with a condensable stripping agent in a gaseous state and recycling a major portion of the water poor reaction products back to the reaction for producing the organic carbonate. The stripping agent, preferably n-pentane, is condensed upon removal from the water stripping step and recycled back to the water stripping step.Type: GrantFiled: September 25, 1998Date of Patent: June 29, 1999Assignee: General Electric CompanyInventors: Richard A. Battista, Francis S. Lo, Robert L. Tatterson
-
Patent number: 5908952Abstract: Hydroxyaromatic compounds such as phenol are converted to diaryl carbonates by reaction with oxygen and carbon monoxide in the presence of a catalyst package which comprises a Group VIIIB metal, preferably palladium, salt of at least one aliphatic .beta.-diketone such as 2,4-pentanedione. The catalyst package also preferably comprises an inorganic cocatalyst, an organic cocatalyst and a bromide or chloride, preferably bromide, source such as a hexaalkylguanidinium bromide. The use of the .beta.-diketone salt confers such advantages as long shelf life under normal storage conditions, high activity upon recycle and capability of carbonylation at relatively low temperatures.Type: GrantFiled: March 24, 1997Date of Patent: June 1, 1999Assignee: General Electric CompanyInventors: Eric James Pressman, Sheldon Jay Shafer
-
Patent number: 5907051Abstract: A method of producing a carbonic diester involves allowing an alcohol to react with carbon monoxide and oxygen in the presence of a supported catalyst wherein the support is an activated carbon obtained from a vegetable or polymeric raw material, a support having an aluminum content of up to 2% by weight, or a support having sulfur content of up to 1% by weight.Type: GrantFiled: December 23, 1993Date of Patent: May 25, 1999Assignee: Daicel Chemical Industries, Ltd.Inventors: Hirokazu Matsuda, Shingo Oda, Mitsuru Ohno
-
Patent number: 5900501Abstract: The present invention relates to a process for the continuous production of carbonates having aromatic ester groups by the reaction of aromatic hydroxy compounds with phosgene in the presence of heterogeneous catalysts, phosgene still present being removed from the stream of waste gas by returning the waste gas to an additional reactor.Type: GrantFiled: February 13, 1997Date of Patent: May 4, 1999Assignee: Bayer AktiengesellschaftInventors: Pieter Ooms, Hans-Josef Buysch, Steffen Kuhling, Gottfried Zaby
-
Patent number: 5898080Abstract: Hydroxyaromatic compounds such as phenol are converted to diaryl carbonates by reaction with oxygen and carbon monoxide in the presence of a catalyst package which typically comprises a group VIIIB metal or compound thereof, an inorganic cocatalyst, an organic cocatalyst and a hexaalkylguanidinium bromide or chloride, preferably bromide. The use of the hexaalkylguanidinium salt causes an increase in the yield of diaryl carbonate without a decrease in selectivity.Type: GrantFiled: August 27, 1997Date of Patent: April 27, 1999Assignee: General Electric CompanyInventors: Eric James Pressman, Sheldon Jay Shafer
-
Patent number: 5898079Abstract: Hydroxyaromatic compounds such as phenol are converted to diaryl carbonates by reaction with oxygen and carbon monoxide in the presence of a catalyst package which typically comprises a group VIIIB metal or compound thereof, an inorganic cocatalyst, an organic cocatalyst and a hexaalkylguanidinium bromide or chloride, preferably bromide. The use of the hexaalkylguanidinium salt causes an increase in the yield of diaryl carbonate without a decrease in selectivity.Type: GrantFiled: September 12, 1997Date of Patent: April 27, 1999Assignee: General Electric CompanyInventors: Eric James Pressman, Sheldon Jay Shafer
-
Patent number: 5892089Abstract: A process for preparing a diaryl carbonate from a diaryl oxalate in a liquid phase by decarbonylation is conducted by the steps of:1) performing a decarbonylation reaction of a diaryl oxalate in the presence of an organic phosphorus compound catalyst to give a reaction mixture of a diaryl carbonate and the organic phosphorus compound catalyst;2) recovering the diaryl carbonate from the reaction mixture; and3) performing a decarbonylation reaction of a diaryl oxalate in the presence of the reaction mixture from which the diaryl carbonate has been recovered and to which a halogen atom-containing compound is added, to give a reaction mixture of a diaryl carbonate and the organic phosphorus compound catalyst.Type: GrantFiled: October 6, 1997Date of Patent: April 6, 1999Assignee: Ube Industries, Ltd.Inventors: Katsumasa Harada, Ryoji Sugise, Koichi Kashiwagi, Yoichi Imbe, Takashi Doi, Keigo Nishihira, Shuji Tanaka, Hirofumi Ii
-
Patent number: 5892091Abstract: A catalyst composed of an organic phosphorus compound having a trivalent or pentavalent phosphorus atom and at least one carbon-phosphorus bonding or a combination of the organic phosphorus compound and a halogen atom-containing compound is effective for decarbonylation, that is, for releasing carbon monoxide from a compound containing a moiety of --CO--CO--O-- in its molecular structure.Type: GrantFiled: July 8, 1997Date of Patent: April 6, 1999Assignee: Ube Industries, Ltd.Inventors: Katsumasa Harada, Yoichi Imbe, Keigo Nishihira, Shuji Tanaka, Satoru Fujitsu, Ryoji Sugise, Koichi Kashiwagi, Toshihiko Sumida, Takashi Doi, Masayuki Nishio
-
Patent number: 5874605Abstract: An aromatic carbonate ester is continuously and efficiently prepared by the transesterification of an aromatic carboxylate with an aliphatic carbonate ester and/or aromatic.aliphatic carbonate ester. A raw material including an aromatic carboxylate, aliphatic carbonate ester and/or aromatic.aliphatic carbonate ester, and a catalyst are continuously fed to a first stage of a reactive distillation column (1) through a raw material feeding pipe (5). Meanwhile, an aliphatic carbonate ester (a) whose boiling point is lower than that of a reactant liquid that is present in a second stage lower than the first stage is continuously fed to the second stage through an aliphatic carbonate ester (a) feeding pipe (6). The second stage is preferably a column bottom section of the reactive distillation column (1). The amount of aliphatic carbonate ester (a) fed is preferably 0.001 to 5 times, by weight, more than the amount of the raw material fed.Type: GrantFiled: February 3, 1998Date of Patent: February 23, 1999Assignee: Nippon Shokubai Co., Ltd.Inventors: Hiroshi Yoshida, Hideaki Tsuneki, Atusi Moriya, Hiroki Wakayama, Kenichi Watanabe, Yoshiyuki Onda
-
Patent number: 5872275Abstract: Disclosed is a process for producing an aromatic carbonate which comprises transesterifying, in the presence of a metal-containing catalyst, a starting material selected from the group consisting of a dialkyl carbonate, an alkyl aryl carbonate and a mixture thereof with a reactant selected from the group consisting of an aromatic monohydroxy compound, an alkyl aryl carbonate and a mixture thereof, wherein the transesterification is conducted while maintaining a weight ratio (WR) of at least one aromatic group-containing substance selected from the group consisting of a specific aromatic polyhydroxy compound and a residue thereof to the metal of the metal-containing catalyst at 2.0 or less, wherein the weight ratio (WR) is measured with respect to a catalyst-containing liquid-phase mixture in a system for the transesterification, and wherein the aromatic group-containing substance originates from the starting material, the reactant and/or a by-product of the transesterification.Type: GrantFiled: September 24, 1997Date of Patent: February 16, 1999Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Kyosuke Komiya, Masahiro Tojo, Shinsuke Fukuoka
-
Patent number: 5856554Abstract: The present invention relates to a process for producing diaryl carbonates by the reaction of an aromatic hydroxy compound (e.g. phenol) with carbon monoxide and oxygen in the presence of a catalyst, a co-catalyst, a quaternary salt and a base, which is characterised in that the reaction is conducted in a melt comprising the diaryl carbonate and the hydroxy compound on which the carbonate is based, and further diaryl carbonate is optionally added to this reaction mixture before work-up.Type: GrantFiled: May 9, 1997Date of Patent: January 5, 1999Assignee: Bayer AGInventors: Hans-Josef Buysch, Carsten Hesse, Johann Rechner
-
Patent number: 5834615Abstract: A high purity diaryl carbonate is produced with a high efficiency by reacting carbon monoxide with an alkyl nitrite and/or an alkyl alcohol; reacting the resultant dialkyl oxalate with a hydroxyaryl compound, for example, phenol; decarbonylating the resultant diaryl oxalate to produce a diaryl carbonate and carbon monoxide; and collecting the diaryl carbonate from the decarbonylation reaction product mixture, the carbon monoxide produced in the decabonylation step being optionally reused for the production of the dialkyl oxalate.Type: GrantFiled: September 24, 1997Date of Patent: November 10, 1998Assignee: Ube Industries, Ltd.Inventors: Keigo Nishihira, Shuji Tanaka, Katsumasa Harada, Ryoji Sugise
-
Patent number: 5831111Abstract: The present invention relates to a process for the continuous production of carbonates having aromatic ester groups by reacting aromatic hydroxy compounds with phosgene in the gas phase in the presence of heterogeneous catalysts.Type: GrantFiled: May 5, 1997Date of Patent: November 3, 1998Assignee: Bayer AGInventors: Pieter Ooms, Eric Bischof, Hans-Josef Buysch, Steffen Kuhling, Gottfried Zaby, Wolfgang Jakob, Jurgen Dahmer, Norbert Schon
-
Patent number: 5831113Abstract: A process for producing a carbonic acid diester, which comprises carrying out a reaction in a vapor phase of an alcohol, carbon monoxide and oxygen in the presence of a catalyst in a fluidized-bed reactor so that an oxidative carbonylation of the alcohol occurs, thereby obtaining a carbonic acid diester, wherein a heat of reaction is removed by the latent heat of vaporization of the alcohol as a raw material. In the process, for example, either at least part of the alcohol may be directly fed in liquid phase into the fluidized bed or cooling pipes are disposed in the fluidized bed and at least part of the alcohol is introduced in liquid phase into the cooling pipes as a heat transfer medium so that the liquid alcohol is vaporized and fed into the fluidized-bed reactor. Carbon monoxide may be introduced together with the liquid alcohol into the cooling pipes.Type: GrantFiled: July 17, 1997Date of Patent: November 3, 1998Assignee: JGC CorporationInventors: Hiroshi Umino, Kozo Imura, Takeshi Koyama
-
Patent number: 5824816Abstract: Catalyst systems with a content of a platinum-group-metal catalyst, a co-catalyst, a quaternary salt and a base for the oxidative carbonylation of aromatic hydroxy compounds to the corresponding diaryl carbonates are obtained according to the invention as a residual melt by melt crystallization and can be returned into the carbonylation reaction or worked up to valuable materials. The melt crystallizate, which consists predominantly of diaryl carbonate and the parent aromatic hydroxy compound, is worked up to pure diaryl carbonate and pure hydroxy compound.Type: GrantFiled: April 1, 1997Date of Patent: October 20, 1998Assignee: Bayer AGInventors: Hans-Josef Buysch, Carsten Hesse, Johann Rechner, Hans-Peter Wirges
-
Patent number: 5821377Abstract: In the process for the production of diaryl carbonates by oxidative carbonylation of the underlying aromatic hydroxy compounds in the presence of a catalyst containing a platinum group metal, a co-catalyst, a quaternary salt and a base, the catalyst is used as a supported catalyst in a stationary arrangement or in the fluid phase and the reaction is performed in the condensed phase. The co-catalyst is preferably also attached to the support.Type: GrantFiled: April 1, 1997Date of Patent: October 13, 1998Assignee: Bayer AktiengesellschaftInventors: Hans-Josef Buysch, Carsten Hesse, Johann Rechner