Processes Utilizing Carbon Monoxide As A Reactant Patents (Class 558/353)
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Patent number: 11836203Abstract: A computer-implemented method, system and computer program product for improving the quality of subsequent searches. A request is received from a user to perform a search using the term(s) provided by the user. A search is then performed using the provided term(s). A representation of the search result is depicted as an area (e.g., bubble) with terms of interest displayed outside the area. The area represents a set of documents that were found in the performed search and the terms of interest represent terms that may be of interest to the user based on this set of documents. These terms of interest may be selected by the user to adjust the search result. In this manner, the user is presented with an intuitive view as to how different terms or different searches will have an impact on the search results thereby improving the quality of subsequent searches.Type: GrantFiled: August 29, 2022Date of Patent: December 5, 2023Assignee: Breakwater Solutions LLCInventors: Mihoko Hasegawa, Ryoji Kurosawa, Kensuke Matsuoka, Fumihiko Terui
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Patent number: 9388117Abstract: The object of the present invention is to provide a process for producing ?-fluoroacrylic acid ester at a high starting material conversion, high selectivity, and high yield. The present invention provides a process for producing the compound represented by the formula (1) wherein R represents alkyl optionally substituted with one or more fluorine atoms, the process comprising step A of reacting a compound represented by the formula (2) wherein X represents a bromine atom or a chlorine atom with an alcohol represented by the formula (3) wherein the symbol is as defined above, and carbon monoxide in the presence of a transition metal catalyst and a base to thereby obtain the compound represented by the formula (1).Type: GrantFiled: August 30, 2013Date of Patent: July 12, 2016Assignee: DAIKIN INDUSTRIES, LTD.Inventors: Tatsuya Ohtsuka, Akihiro Gotou, Sumi Ishihara, Yoshihiro Yamamoto, Akinori Yamamoto, Yoshichika Kuroki, Yuzo Komatsu, Yousuke Kishikawa
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Publication number: 20140088321Abstract: A process for producing an aldehyde compound of the invention comprising: reacting a compound represented by the following formula (a1) or (a2) with a hydrogen and a carbon monoxide in a presence of a compound containing a metal belonging to Groups 8 to 10 and a phosphorous compound so as to satisfy the following conditions (1) and (2) to synthesize an aldehyde compound; wherein the condition (1) is that a content of a metal included in the compound containing a metal belonging to Groups 8 to 10 is 0.Type: ApplicationFiled: May 7, 2012Publication date: March 27, 2014Applicant: Mitsui Chemicals, Inc.Inventors: Shigetoshi Kuma, Michiharu Sakata, Kouichi Tokunaga, Chitoshi Shimakawa, Naoyuki Kakinuma, Masayuki Furuya, Mamoru Tanaka
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Patent number: 7078555Abstract: Disclosed in a process for making (1) a compound of the formula NC—CH2—CH2—CH2—CH2—CO2R?, wherein R? is H or C1 to C12 alkyl, or (2) adipic acid or (3) dimethyl adipate, using as the substrate, 3-pentenenitrile, (2) 3-pentenoic acid or methyl 3-pentenoate, respectively, by contacting the substrate with carbon monoxide and a nucleophile in the presence of a Group VIII metal, a selected ligand, and an acid promoter. The nucleophile, which (a) an alcohol or water, or (b) water or (c) methanol, respectively, in the presence of a Group VIII metal, preferably palladium, a selected phosphine ligand, and an acid promoter.Type: GrantFiled: October 2, 2003Date of Patent: July 18, 2006Assignee: Invista North America S.A.R.L.Inventors: Emilio E. Bunel, David A. Clark
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Publication number: 20040230071Abstract: Processes to prepare 5-cyanovaleric acid or its ester is provided, by carbonylation of a pentenenitrile, wherein pentenenitrile is reacted with carbon monoxide and water and/or an alcohol in the presence of a catalyst system.Type: ApplicationFiled: April 30, 2004Publication date: November 18, 2004Inventors: Eit Drent, Willem Wabe Jager
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Patent number: 6750362Abstract: Process for making 5FVN, comprising contacting in a reactor 3PN with CO and hydrogen in the presence of a catalyst, the catalyst comprising recycled catalyst that is reactivated using hydrogen.Type: GrantFiled: March 12, 2002Date of Patent: June 15, 2004Assignee: E. I. du Pont de Nemours and CompanyInventors: Emilio E. Bunel, Marisa Bonilla, Ronnie Ozer
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Publication number: 20030176720Abstract: Process for making 5FVN, comprising contacting in a reactor 3PN with CO and hydrogen in the presence of a catalyst, the catalyst comprising recycled catalyst that is reactivated using hydrogen.Type: ApplicationFiled: March 12, 2002Publication date: September 18, 2003Inventors: Emilio E. Bunel, Marisa Bonilla, Ronnie Ozer
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Patent number: 6515161Abstract: A hydroformylation process is disclosed which employs multidentate phosphite ligands in a catalyst composition. In particular, the ligands have heteroatom-containing substituents on the carbon attached to the ortho position of the terminal phenol group.Type: GrantFiled: August 30, 2000Date of Patent: February 4, 2003Assignee: E. I. du Pont de Nemours and CompanyInventors: Kristina Ann Kreutzer, Wilson Tam, John Ronald Boyles, J Michael Garner
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Publication number: 20020156313Abstract: The present invention is a process for the preparation of a compound of formula 1Type: ApplicationFiled: January 8, 2002Publication date: October 24, 2002Inventors: Fabienne Hoffmann-Emery, Michelangelo Scalone, Paul Spurr
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Publication number: 20020115889Abstract: The present invention relates to a process for preparing hydroxy-aromatics by oxidizing aromatics with dinitrogen monoxide in the gas phase in the presence of nanocrystalline zeolites.Type: ApplicationFiled: July 24, 2001Publication date: August 22, 2002Inventors: Bernd Vogel, Elias Klemm, Mathias Seitz, Jochen Heller, Jorg Reiser
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Publication number: 20020052531Abstract: Supported bis(phosphorus) ligands are disclosed for use in hydroformylation reactions, including the hydroformylation of olefins. Catalysts are formed when the ligands are complexed with a catalytically active metal (e.g., rhodium or iridium).Type: ApplicationFiled: February 16, 2001Publication date: May 2, 2002Inventors: Emilio E. Bunel, Patrick M. Burke, Joy D. Druliner, Leo E. Manzer, Kenneth G. Moloy, Manxue Wang
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Patent number: 6346640Abstract: The process comprises reacting 2-, 3- or 4-pentenenitrile or mixtures thereof with carbon monoxide and a hydroxyl compound in the presence of a catalyst system comprising (i) a palladium(II) compound, (ii) a bidentate diphosphine ligand and (iii) an anion source. Novel catalyst systems containing diphosphine ligands of the bis(phosphinomethyl)amine type are also described.Type: GrantFiled: February 26, 2001Date of Patent: February 12, 2002Assignee: BASF AktiengesellschaftInventors: Michael Slany, Martin Schäfer, Michael Schulz
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Patent number: 6013816Abstract: Process for the preparation of a linear .omega.-formyl-carboxylic acid or a corresponding linear formylnitrile compound starting from an internally unsaturated C.sub.4 -C.sub.12 carboxylic acid or a corresponding ester or nitrile by means of hydroformylation in the presence of carbon monoxide, hydrogen and a catalyst system, wherein the hydroformylation is carried out in an aqueous medium and in that the catalyst system comprises platinum and a water-soluble organic bidentate ligand.Type: GrantFiled: July 5, 1996Date of Patent: January 11, 2000Assignee: DSM NVInventors: Onko J. Gelling, Imre Toth
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Patent number: 5986126Abstract: Process for producing 6-aminocapronitrile and/or hexamethylenediamine by hydroformylating 3-pentenenitrile, isolating a formylvaleronitrile (FVN) mixture from the hydroformylation reaction product, reductively aminating the FVN mixture and isolating the desired product.Type: GrantFiled: January 25, 1999Date of Patent: November 16, 1999Assignee: E. I. du Pont de Nemours and CompanyInventors: Emilio Enrique Bunel, Theodore Augur Koch, Ronnie Ozer, Shawn Homer Phillips, Sourav Kumar Sengupta
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Patent number: 5760275Abstract: Disclosed is an improved process for producing cyanoaldehydes and acetals wherein an .alpha., .beta.-unsaturated nitrile is reacted with carbon monoxide and hydrogen in the presence of a Group 8 metal catalyst. The improvement in the hydroformylation process resides in effecting the reaction in the presence of a trialkyl orthoester ?(R'O).sub.3 CR"! or a dialkyl ketal ?(R'O).sub.2 CR".sub.2 !.Type: GrantFiled: February 19, 1997Date of Patent: June 2, 1998Assignee: Air Products and Chemicals, Inc.Inventor: Kevin Rodney Lassila
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Patent number: 5670700Abstract: A hydroformylation process for the production of 5-formylvaleric acid from 2-, or 3-pentenoic acid, or 5-formylvaleric acid ester from 2-, or 3-pentenoic acid ester, or 5-formylvaleronitrile from 2-, or 3-pentenenitrile by reaction with hydrogen and carbon monoxide in a solvent containing a catalyst having a platinum component, a bidentate diaryl phosphine component, an acid promoter component.Type: GrantFiled: August 25, 1995Date of Patent: September 23, 1997Assignees: E. I. Du Pont de Nemours and Company, DSM, N.V.Inventors: Patrick Michael Burke, Onko Jan Gelling, Henk Oevering, Imre Toth
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Patent number: 5616773Abstract: Preparation of 5-cyanovalerates (I) by the carbonylation of a 1-cyanobutene with carbon monoxide and an alkanol (II) corresponding to the ester radical at an elevated temperature and under superatmospheric pressure in the presence of a cobalt catalyst as well as in the presence of an activating solvent, in which the activating solvent used is an effective amount of a urea of the formula IIIcR.sub.2 N--CO--NR.sub.2 (IIIc)where R is, C.sub.1 -C.sub.6 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl or where 2R groups together form 5-membered to 7-membered rings. The end products I serve as intermediates, chiefly for the preparation of .epsilon.-caprolactam.Type: GrantFiled: April 10, 1995Date of Patent: April 1, 1997Assignee: BASF AktiengesellschaftInventors: Stefan Stahl, Wolfgang Harder, Arthur Hoehn
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Patent number: 5550237Abstract: Compounds (I) in which Ar is (substituted) arylene and Nuc is the radical of a nucleophile Nuc-H and which are valuable intermediates for pharmaceuticals, crop protection products and colorantsHO.sub.3 S--Ar--CO--NUC (I)can be prepared according to the invention by reacting an internal diazonium salt of the formula (II).sup..crclbar. O.sub.3 S--Ar--N.sub.2.sup..sym.with CO in the presence of a metal catalyst of group VIII of the Periodic System or Cu and Nuc-H or a salt thereof.Type: GrantFiled: April 3, 1995Date of Patent: August 27, 1996Assignee: Hoechst Schering AgrEvo GmbHInventor: Jan Vermehren
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Patent number: 5536874Abstract: There is provided a process for preparing an arylacetic acid or arylpropionic acid divative from an arylcarbinol which comprises the step of subjecting said arylcarbinol to suitable carbonylation conditions for a sufficient period of time and under suitable pressure and temperature to form said acid derivative, with the proviso that said carbonylation conditions include conducting the reaction in a two-phase system wherein one phase is an aqueous medium which contains (1) a catalyst which is a water-soluble metal complex consisting essentially of a Group VIII metal and a hydrophilic ligand such as palladium complexed with trisulfonated triphenylphosphine, and (2) optionally an acid, and wherein the second phase comprises said arylcarbinol.Type: GrantFiled: November 30, 1994Date of Patent: July 16, 1996Assignee: Hoechst Celanese CorporationInventors: Roger A. Sheldon, Leendert Maat, Georgios Papadogianakis
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Patent number: 5434290Abstract: Preparation of 5-cyanovalerates (I) by the carbonylation of a 1-cyanobutene with carbon monoxide and an alkanol (II) corresponding to the ester radical at an elevated temperature and under superatmospheric pressure in the presence of a cobalt catalyst as well as in the presence of an activating solvent, in which the activating solvent used is an effective amount of a carbonic diester, a carbamate, or a urea of the general formula IIIa, IIIb, or IIIcR--O--CO--O--R (IIIa)R.sub.2 N--CO--O--R (IIIb)R.sub.2 N--CO--NR.sub.2 (IIIc)or a mixture of these compounds (R's same or different, C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.7 cycloalkyl groups or together form 5-membered to 7-membered rings).The end products I serve as intermediates, chiefly for the preparation of .epsilon.-caprolactam.Type: GrantFiled: February 28, 1994Date of Patent: July 18, 1995Assignee: BASF AktiengesellschaftInventors: Stefan Stahl, Wolfgang Harder, Arthur Hoehn
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Patent number: 5281744Abstract: A process for the preparation of nitriles in which an ethylenically unsaturated compound is reacted with carbon monoxide, a hydrogen source and hydroxylamine or a hydroxylamine salt in the presence of a catalyst system comprising one or more Group VIII metals.Type: GrantFiled: February 19, 1993Date of Patent: January 25, 1994Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 5210280Abstract: A process for the preparation of alkanedioic acid derivatives comprising reacting an alkenoic acid derivative with carbon monoxide and a nucleophilic compound having a mobile hydrogen atom in the presence of a catalyst system comprising a source of a Group VIII metal, a source of a bidentate diphosphine liquid, a source of an anion and a source of a quinone promoter.Type: GrantFiled: February 19, 1992Date of Patent: May 11, 1993Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 5077425Abstract: A process for the hydrocarboxylation of alkenes and non-conjugated olefinically unsaturated nitriles and esters using a rhodium catalyst, a bromide or iodide promoter, and a nitrile accelerator.Type: GrantFiled: April 2, 1990Date of Patent: December 31, 1991Assignee: E. I. du Pont de Nemours and CompanyInventor: Patrick M. Burke
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Patent number: 4990657Abstract: A process for the preparation of an aromatic acid comprising the step of combining an aromatic halide having at least one iodine or bromine substituent with:a. a water-immiscible organic solvent,b. a palladium-based catalyst,c. a palladium-complexing agent,d. a tertiary nitrogen-containing organic base,e. water andf. carbon monoxide.The process is performed in a two-phase liquid medium and in the substantial absence of a phase transfer agent.Type: GrantFiled: May 19, 1989Date of Patent: February 5, 1991Assignee: Rhone-Poulenc ChimieInventors: Norbert Bluthe, Robert Perron
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Patent number: 4981619Abstract: A process for preparing alpha-hydroxycarboxylic acids. An organic halide is reacted with carbon monoxide and a hydrogen donor compound, in the presence of a carbonylation catalyst and an inorganic base, at a temperature of at least 90.degree. C.Type: GrantFiled: November 28, 1986Date of Patent: January 1, 1991Assignee: Rhone Poulenc Specialities ChimiquesInventor: Bernard Besson
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Patent number: 4978766Abstract: There are disclosed a process for producing a 2-hydroxy-methylene-3,3dialkoxypropanenitrile alkali metal salt (ALVM.sub.2) represented by the formula (I): ##STR1## wherein R represents a lower alkyl group having 1 to 4 carbon atoms and M represents an alkali metal,which comprises allowing a 3,3-dialkoxypropanenitrile represented by the formula (II):(RO).sub.2 CHCH.sub.2 CN (II)wherein R is the same as defined above,to react with carbon monoxide in a lower alcoholic solution of an alkali metal lower alkoxide; and a process for obtaining ALVM.sub.2 -alcohlic slurry, which comprises adding a lower alcohol having 1 to 4 carbon atoms to a synthetic reaction mixture containing ALVM.sub.2 represented by the above formula (I) and methyl formate and heating the mixture to 30.degree. to 70.degree. C., thereby taking methyl formate out of the system.Type: GrantFiled: January 25, 1989Date of Patent: December 18, 1990Assignee: UBE Industries, Ltd.Inventors: Keigo Nishihira, Shuzo Fujikawa, Masayoshi Yamashita
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Patent number: 4960926Abstract: Process for the carbonylation of olefinically unsaturated compounds with carbon monoxide in the presence of a hydroxyl-group-containing compound, a palladium catalyst, an organic phosphine, an acid with a pKa value <2, with the exception of halogen acids and carboxylic acids as promoter, and a catlayst stabilizer selected from the group consisting of compounds of the general formula; ##STR1## wherein X represents an element of group Va with a valency greater than 3, selected from P. As or Sb, where Y represents an element of group VIa, selected from O, S or Se, and where either a, b and c are 0 or 1, where R.sub.4, R.sub.5 and R.sub.6 are the same or different and represent hydrocarbon groups, or a and b=0 and c=0 or 1 and R.sub.4 and R.sub.5 together with X form a heterocyclic group, or a, b and c=0 and R.sub.4, R.sub.5 R.sub.6 together with X form a heterocyclic group, compounds of the general formula: ##STR2## wherein R.sub.7 is a hydrocarbon group and where R.sub.8 and R.sub.Type: GrantFiled: July 27, 1989Date of Patent: October 2, 1990Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 4950778Abstract: Manufacture of 5-cyanovaleric acid by carbonylation of pentenenitriles from a mixture consisting essentially of pentenenitrile, CO and at least one compound of the formula ROH, where R is hydrogen or alkyl of 1 to 6 carbon atoms, and a cyclic urea and/or a cyclic amide, where the combined weight of the cosolvents is between about 70% and 99% of the total weight of the reaction mixture.Type: GrantFiled: November 8, 1989Date of Patent: August 21, 1990Assignee: E. I. Du Pont de Nemours & CompanyInventors: Patrick M. Burke, James B. Sieja
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Patent number: 4933483Abstract: Manufacture of 5-cyanovaleric acid and its esters by carbonylation of pentenenitriles from a mixture consisting essentially of pentenenitrile, CO and at least one compound of the formula R'OH, where R is hydrogen or alkyl of 1 to 6 carbon atoms.Type: GrantFiled: December 12, 1988Date of Patent: June 12, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventors: Patrick M. Burke, James B. Sieja
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Patent number: 4670582Abstract: Process for the preparation of carboxylate esters of alpha-ethylenically unsaturated alcohols by reacting an ethylenically unsaturated compound with carbon monoxide and an enolizable ketone in the presence of a catalytic system formed by combining a palladium catalyst, a triarylphosphine and a protonic acid having a pK.sub.a below 1.5, except hydrohalogenic acids and carboxylic acids.Type: GrantFiled: August 15, 1986Date of Patent: June 2, 1987Assignee: Shell Oil CompanyInventor: Eit Drent