Processes Utilizing Carbon Monoxide As A Reactant Patents (Class 558/353)
  • Patent number: 11836203
    Abstract: 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: Grant
    Filed: August 29, 2022
    Date of Patent: December 5, 2023
    Assignee: Breakwater Solutions LLC
    Inventors: Mihoko Hasegawa, Ryoji Kurosawa, Kensuke Matsuoka, Fumihiko Terui
  • Patent number: 9388117
    Abstract: 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: Grant
    Filed: August 30, 2013
    Date of Patent: July 12, 2016
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Tatsuya Ohtsuka, Akihiro Gotou, Sumi Ishihara, Yoshihiro Yamamoto, Akinori Yamamoto, Yoshichika Kuroki, Yuzo Komatsu, Yousuke Kishikawa
  • Publication number: 20140088321
    Abstract: 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: Application
    Filed: May 7, 2012
    Publication date: March 27, 2014
    Applicant: Mitsui Chemicals, Inc.
    Inventors: Shigetoshi Kuma, Michiharu Sakata, Kouichi Tokunaga, Chitoshi Shimakawa, Naoyuki Kakinuma, Masayuki Furuya, Mamoru Tanaka
  • Patent number: 7078555
    Abstract: 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: Grant
    Filed: October 2, 2003
    Date of Patent: July 18, 2006
    Assignee: Invista North America S.A.R.L.
    Inventors: Emilio E. Bunel, David A. Clark
  • Publication number: 20040230071
    Abstract: 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: Application
    Filed: April 30, 2004
    Publication date: November 18, 2004
    Inventors: Eit Drent, Willem Wabe Jager
  • Patent number: 6750362
    Abstract: 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: Grant
    Filed: March 12, 2002
    Date of Patent: June 15, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Emilio E. Bunel, Marisa Bonilla, Ronnie Ozer
  • Publication number: 20030176720
    Abstract: 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: Application
    Filed: March 12, 2002
    Publication date: September 18, 2003
    Inventors: Emilio E. Bunel, Marisa Bonilla, Ronnie Ozer
  • Patent number: 6515161
    Abstract: 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: Grant
    Filed: August 30, 2000
    Date of Patent: February 4, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Kristina Ann Kreutzer, Wilson Tam, John Ronald Boyles, J Michael Garner
  • Publication number: 20020156313
    Abstract: The present invention is a process for the preparation of a compound of formula 1
    Type: Application
    Filed: January 8, 2002
    Publication date: October 24, 2002
    Inventors: Fabienne Hoffmann-Emery, Michelangelo Scalone, Paul Spurr
  • Publication number: 20020115889
    Abstract: 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: Application
    Filed: July 24, 2001
    Publication date: August 22, 2002
    Inventors: Bernd Vogel, Elias Klemm, Mathias Seitz, Jochen Heller, Jorg Reiser
  • Publication number: 20020052531
    Abstract: 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: Application
    Filed: February 16, 2001
    Publication date: May 2, 2002
    Inventors: Emilio E. Bunel, Patrick M. Burke, Joy D. Druliner, Leo E. Manzer, Kenneth G. Moloy, Manxue Wang
  • Patent number: 6346640
    Abstract: 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: Grant
    Filed: February 26, 2001
    Date of Patent: February 12, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Slany, Martin Schäfer, Michael Schulz
  • Patent number: 6013816
    Abstract: 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: Grant
    Filed: July 5, 1996
    Date of Patent: January 11, 2000
    Assignee: DSM NV
    Inventors: Onko J. Gelling, Imre Toth
  • Patent number: 5986126
    Abstract: 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: Grant
    Filed: January 25, 1999
    Date of Patent: November 16, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Emilio Enrique Bunel, Theodore Augur Koch, Ronnie Ozer, Shawn Homer Phillips, Sourav Kumar Sengupta
  • Patent number: 5760275
    Abstract: 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: Grant
    Filed: February 19, 1997
    Date of Patent: June 2, 1998
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Kevin Rodney Lassila
  • Patent number: 5670700
    Abstract: 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: Grant
    Filed: August 25, 1995
    Date of Patent: September 23, 1997
    Assignees: E. I. Du Pont de Nemours and Company, DSM, N.V.
    Inventors: Patrick Michael Burke, Onko Jan Gelling, Henk Oevering, Imre Toth
  • Patent number: 5616773
    Abstract: 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: Grant
    Filed: April 10, 1995
    Date of Patent: April 1, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Stefan Stahl, Wolfgang Harder, Arthur Hoehn
  • Patent number: 5550237
    Abstract: 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: Grant
    Filed: April 3, 1995
    Date of Patent: August 27, 1996
    Assignee: Hoechst Schering AgrEvo GmbH
    Inventor: Jan Vermehren
  • Patent number: 5536874
    Abstract: 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: Grant
    Filed: November 30, 1994
    Date of Patent: July 16, 1996
    Assignee: Hoechst Celanese Corporation
    Inventors: Roger A. Sheldon, Leendert Maat, Georgios Papadogianakis
  • Patent number: 5434290
    Abstract: 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: Grant
    Filed: February 28, 1994
    Date of Patent: July 18, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Stefan Stahl, Wolfgang Harder, Arthur Hoehn
  • Patent number: 5281744
    Abstract: 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: Grant
    Filed: February 19, 1993
    Date of Patent: January 25, 1994
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 5210280
    Abstract: 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: Grant
    Filed: February 19, 1992
    Date of Patent: May 11, 1993
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 5077425
    Abstract: 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: Grant
    Filed: April 2, 1990
    Date of Patent: December 31, 1991
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Patrick M. Burke
  • Patent number: 4990657
    Abstract: 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: Grant
    Filed: May 19, 1989
    Date of Patent: February 5, 1991
    Assignee: Rhone-Poulenc Chimie
    Inventors: Norbert Bluthe, Robert Perron
  • Patent number: 4981619
    Abstract: 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: Grant
    Filed: November 28, 1986
    Date of Patent: January 1, 1991
    Assignee: Rhone Poulenc Specialities Chimiques
    Inventor: Bernard Besson
  • Patent number: 4978766
    Abstract: 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: Grant
    Filed: January 25, 1989
    Date of Patent: December 18, 1990
    Assignee: UBE Industries, Ltd.
    Inventors: Keigo Nishihira, Shuzo Fujikawa, Masayoshi Yamashita
  • Patent number: 4960926
    Abstract: 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: Grant
    Filed: July 27, 1989
    Date of Patent: October 2, 1990
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 4950778
    Abstract: 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: Grant
    Filed: November 8, 1989
    Date of Patent: August 21, 1990
    Assignee: E. I. Du Pont de Nemours & Company
    Inventors: Patrick M. Burke, James B. Sieja
  • Patent number: 4933483
    Abstract: 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: Grant
    Filed: December 12, 1988
    Date of Patent: June 12, 1990
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Patrick M. Burke, James B. Sieja
  • Patent number: 4670582
    Abstract: 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: Grant
    Filed: August 15, 1986
    Date of Patent: June 2, 1987
    Assignee: Shell Oil Company
    Inventor: Eit Drent