Preparing From Aldehyde Or Ketone Patents (Class 568/846)
  • Patent number: 10988428
    Abstract: A method of obtaining ketones from a fermentation process may include collecting an off-gas and a fermented broth from a fermenter, transferring the off-gas from the fermenter to a ketone recuperation module and the fermented broth to a fluid separating module, and isolating the ketones from both the off-gas and the fermented broth. The off-gas and the fermented broth may both comprise a ketone.
    Type: Grant
    Filed: June 4, 2020
    Date of Patent: April 27, 2021
    Assignee: Braskem S.A.
    Inventors: Liliana Zanelli de O Martins Ikari, Fernanda Munhoz Anderle, Melina Gesteira Souza, Lucas Gualberto Santos Costa
  • Patent number: 10780422
    Abstract: The present invention relates to a catalytically active composition for the selective methanation of carbon monoxide in reformate streams comprising hydrogen and carbon dioxide, comprising at least one element selected from the group consisting of ruthenium, rhodium, nickel and cobalt as active component and rhenium as dopant on a support material. The catalyst according to the invention is preferably used for carrying out methanation reactions in a temperature range from 100 to 300° C. for use in the production of hydrogen for fuel cell applications.
    Type: Grant
    Filed: March 23, 2016
    Date of Patent: September 22, 2020
    Assignee: BASF SE
    Inventors: Andrian Milanov, Ekkehard Schwab, Mike Hoffmann, Stefan Kotrel, Stefan Altwasser
  • Patent number: 8853465
    Abstract: The present invention relates to a process for preparing neopentyl glycol (NPG) by continuously hydrogenating hydroxypivalaldehyde (HPA) with hydrogen, in the liquid phase, in the presence of a hydrogenation catalyst, in a hydrogenation reactor (5), by combining an HPA-comprising stream (1) with an NPG-comprising stream (2) to give a hydrogenation feed (4) and introducing the hydrogenation feed (4) into the hydrogenation reactor (5) and additionally supplying at least one pH regulator (3) selected from the group consisting of tertiary amine, an inorganic base, an inorganic acid and an organic acid to the HPA-comprising stream (1) or the NPG-comprising stream (2) or the hydrogenation feed (4), in order to establish a pH of 7.0 to 9.
    Type: Grant
    Filed: May 11, 2011
    Date of Patent: October 7, 2014
    Assignee: BASF SE
    Inventors: Michael Steiniger, Maria Guixa Guardia, Kai Stehmeier
  • Patent number: 8729314
    Abstract: The invention provides a process for preparing bronopol, which process comprises charging a reaction vessel with water, bromopicrin, nitromethane and paraformaldehyde, gradually feeding a base into said reaction vessel under stirring, bringing the reaction to completion and separating bronopol from the aqueous reaction mixture.
    Type: Grant
    Filed: August 28, 2013
    Date of Patent: May 20, 2014
    Assignee: Bromine Compounds Ltd.
    Inventor: Jacob Oren
  • Patent number: 8710278
    Abstract: A process for producing polyols (such as neopentyl glycol) is disclosed which comprises reacting formaldehyde and another aldehyde in the presence of a trialkylamine catalyst and a base promoter to form an Aldol condensation reaction product. The base promoter improves removal of nitrogen containing salts prior to hydrogenation of the hydroxy aldehyde to produce the polyol. The improved process also reduces trialkylamine catalyst usage, improves trialkylamine catalyst recovery, and reduces nitrogen-containing salts prior to hydrogenation.
    Type: Grant
    Filed: January 31, 2013
    Date of Patent: April 29, 2014
    Assignee: Eastman Chemical Company
    Inventors: Kenneth Wayne Hampton, Jr., Eugene H. Brown, Thomas K. Brown, Amy K. Paris, Kevin S. Howe, Thomas Allen Puckette
  • Patent number: 8546619
    Abstract: The invention provides a process for preparing bronopol, which process comprises charging a reaction vessel with water, bromopicrin, nitromethane and paraformaldehyde, gradually feeding a base into said reaction vessel under stirring, bringing the reaction to completion and separating bronopol from the aqueous reaction mixture.
    Type: Grant
    Filed: February 26, 2009
    Date of Patent: October 1, 2013
    Assignee: Bromine Compounds Ltd.
    Inventor: Jacob Oren
  • Patent number: 7598425
    Abstract: The present invention relates to a method for producing a compound represented by formula (2): [CF3(CF2)n][CF3(CF2)m]C(OH)2??(2) wherein n and m independently represent 0 to 10, the method comprising reacting with a halogen or a halogen-containing oxidizing agent a salt of a compound represented by formula (1): [CF3(CF2)n][CF3(CF2)m]C(OH)COOH??(1) wherein n and m independently represent 0 to 10.
    Type: Grant
    Filed: April 8, 2005
    Date of Patent: October 6, 2009
    Assignee: Daikin Industries, Ltd.
    Inventors: Yoshihiro Yamamoto, Yoshichika Kuroki, Daisuke Karube, Tatsuya Ohtsuka
  • Patent number: 6906212
    Abstract: Disclosed are novel phosphine-phosphoramidite compounds which may be employed in combination with a catalytically-active metal to effect a wide variety of reactions such as asymmetric hydrogenations, asymmetric reductions, asymmetric hydroborations, asymmetric olefin isomerizations, asymmetric hydrosilations, asymmetric allylations, asymmetric conjugate additions, and asymmetric organometallic additions. Also disclosed are a process for the preparation of the phosphine-phosphoramidite compounds, metal complex compounds comprising at least one of the phosphine-phosphoramidite compounds and a catalytically-active metal and hydrogenation processes utilizing the metal complex compounds.
    Type: Grant
    Filed: June 25, 2004
    Date of Patent: June 14, 2005
    Assignee: Eastman Chemical Company
    Inventor: Neil Warren Boaz
  • Patent number: 6906213
    Abstract: Disclosed is a process for the preparation of phosphine-aminophosphines that are useful in the formation of catalysts useful in carrying out a wide variety of reactions such as asymmetric hydrogenations, asymmetric reductions, asymmetric hydroborations, asymmetric olefin isomerizations, asymmetric hydrosilations, asymmetric allylations, asymmetric conjugate additions, and asymmetric organometallic additions. The process comprises the steps of (1) contacting a compound of formula 2 R2P—L—NHR3??2 with phosphorus trihalide PX3 in the presence of an inert, organic solvent and an acid acceptor to produce intermediate compound having formula 3 (2) contacting intermediate compound 3 with a reactant having the formula R1—M1, R2—M1 or a mixture thereof.
    Type: Grant
    Filed: June 25, 2004
    Date of Patent: June 14, 2005
    Assignee: Eastman Chemical Company
    Inventor: Neil Warren Boaz
  • Patent number: 6867336
    Abstract: In a process for the continuous preparation of 2-bromo-2-nitro-1,3-propanediol, nitromethane is firstly reacted with formaldehyde and alkali metal hydroxide and the reaction mixture obtained in this way is subsequently reacted with bromine.
    Type: Grant
    Filed: August 1, 2002
    Date of Patent: March 15, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Günter Scherr, Thomas Bogenstätter, Jürgen Huff
  • Publication number: 20040044256
    Abstract: The invention relates to a method for catalytically hydrating a poly- or monomethylol alkanal of the general formula (I), wherein R is the same or different and may represent a substituted or unsubstituted aliphatic hydrocarbon with 6 to 22 carbon atoms, an aryl or arylalkyl group with 6 to 22 carbon atoms or a methylol group, in the presence of a copper-containing catalyst. The inventive method is characterized in that the poly- or monomethylol alkanal containing batch to be hydrated has a total content of up to 5 ppm of metal ions of the groups 3 to 14 of the periodic system.
    Type: Application
    Filed: April 17, 2003
    Publication date: March 4, 2004
    Inventors: Matthias Dernbach, Michael Koch, Gerhard Schulz, Hagen Weigl, Steffen Maas
  • Patent number: 6590115
    Abstract: Disclosed are substantially enantiomerically pure bis-phosphine compounds comprising a substantially enantiomerically pure chiral backbone linking two phosphine residues wherein one of the phosphine residues has three phosphorus-carbon bonds and the other phosphine residue has two phosphorus-carbon bonds and one phosphorus-nitrogen bond wherein the nitrogen is part of the chiral backbone. The compounds, which have exhibited surprising air stability, are useful as ligands for metal catalysts for asymmetric reactions and have demonstrated excellent results, in particular as rhodium complexes for asymmetric hydrogenation of enamide, itaconate, and &agr;-ketoester compounds. Also disclosed are novel processes for the preparation of the bis-phosphine compounds and novel intermediate compounds useful in the preparation of the bis-phosphine compounds.
    Type: Grant
    Filed: September 20, 2001
    Date of Patent: July 8, 2003
    Assignee: Eastman Chemical Company
    Inventors: Neil Warren Boaz, Sheryl Davis Debenham
  • Patent number: 6350922
    Abstract: A process for making 2,3-dihalopropanol including reacting 2,3-dihalopropanal with a hydrogenating agent in the presence of an iridium and a second transition metal mixed metal catalyst where the second transition metal is selected from the group comprising ruthenium, iron, molybdenum, tungsten, rhenium, osmium, manganese or vanadium, under conditions such that 2,3-dihalopropanol is formed. The 2,3-dihalopropanol is particularly useful in a process for making epihalohydrin.
    Type: Grant
    Filed: December 16, 1999
    Date of Patent: February 26, 2002
    Assignee: The Dow Chemical Company
    Inventors: Paul C. Vosejpka, Dennis A. Hucul, Bob R. Maughon, Larry N. Ito, Robert M. Campbell
  • Patent number: 5227539
    Abstract: Process for preparing alkali-metal or ammonium salts of fluorinated tertiary alcoholsRxR'y(C.sub.n F.sub.2n+1)kC--OMwherein R and R', which may be either equal to, or different from, each other, represent a perhalocarbyl group, the halogen atoms of which are constituted by F and Cl and/or Br, a hydrogenated halocarbyl group, the halogen atoms of which are constituted by F and Cl and/or Br; n is comprised within the range of from 1 to 6; M is an alkali metal or an ammonium ion; x and/or y are 0 or 1; and k is 1, 2 or 3, with the proviso that x+y+z=3, by means of the reaction of a carbonyl compoundR"--CO--R'",in which R" and/or R'"=R and/or R' or F, with a tri(alkyl)silane-perfluoroalkyl compound [(C.sub.1 -C.sub.4)-alkyl].sub.3 --Si--CnF.sub.2n+1 and with a fluoride MF, in an aprotic solvent, at a temperature comprised within the range of from -45.degree. C. to +120.degree. C.; from said salts, the corresponding alcohols can be obtained by acidic hydrolysis. Some of the obtained products are per se novel.
    Type: Grant
    Filed: October 31, 1991
    Date of Patent: July 13, 1993
    Assignee: Ausimont S.p.A.
    Inventors: Stefan Kotun, Darryl Desmarteau, Walter Navarrini
  • Patent number: 5220020
    Abstract: A process is provided whereby organic carbonyl substrates, including esters, lactones, ketones, amides and imides are reduced in a reaction with a silane reducing reagent and a catalyst. Exemplary catalysts include metal alkoxides and metal aryloxides.
    Type: Grant
    Filed: November 14, 1991
    Date of Patent: June 15, 1993
    Assignee: Massachusetts Institute of Technology
    Inventors: Stephen L. Buchwald, Alberto Gutierrez, Scott C. Berk, Kristina A. Kreutzer
  • Patent number: 5149889
    Abstract: A process is disclosed for the preparation of tertiary alcohols, alpha-alkyl substituted nitriles, alkyl-substituted imines or tertiary amines by alkylation of a starting material that is a carbonyl compound or a nitrile followed by hydrolysis wherein the alkylation is carried out with the aid of a reaction system formed by suspending a mixture of:substantially 15 to 25% by weight of methyllithium or ethyllithium;substantially 35 to 45% by weight of an inorganic compound selected from the group which consists of at least one metal oxide selected from the group which consists of SiO.sub.2, Al.sub.2 O.sub.3, and CaO, and synthetic anhydrous aluminum silicate; andsubstantially 35 to 45% by weight of a paraffin oil or wax; in an organic solvent selected from the group which consists of:C.sub.5 to C.sub.10 saturated aliphatic hydrocarbons, C.sub.5 to C.sub.
    Type: Grant
    Filed: October 30, 1990
    Date of Patent: September 22, 1992
    Assignee: Metallgesellschaft Aktiengesellschaft
    Inventors: Jurgen Deberitz, Wilfried Weiss
  • Patent number: 4973768
    Abstract: Unsaturated alcohols are prepared by hydrogenation of the corresponding carbonyl compounds in the presence of a platinum-cobalt bi-metallic catalyst having an alloy structure.
    Type: Grant
    Filed: March 6, 1989
    Date of Patent: November 27, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Georges Cordier, Pierre Fouilloux, Jean-Michel Grosselin
  • Patent number: 4933511
    Abstract: An enantioselective process for the preparation of homoallyl alcohol enantiomer of formula II ##STR1## wherein: X.sup.1, X.sup.2 and X.sup.3 independently chosen from the group consisting of hydrogen, chlorine, bromine, fluorine, iodine, C.sub.1 to C.sub.6 alkyl, C.sub.1 and C.sub.6 haloalkyl, and haloaryl; andR.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently chosen from the group consisting of hydrogen, halogen, alkyl, alkenyl, alkynyl, benzyl, substituted benzyl, phenyl, substituted phenyl; or R.sup.3 and R.sup.4 is as hereinbefore defined and R.sup.1 and R.sup.2 form a carbocyclic or heterocyclic ring; which process comprises; reacting an aldehyde of formula III with an alkene or formula IV in the presence of an optically-active organometallic catalyst. ##STR2## Furthermore, the compound of formula II can be isomerized to the allylic alcohol of formula I with retention of optical purity.
    Type: Grant
    Filed: April 7, 1987
    Date of Patent: June 12, 1990
    Assignee: ICI Australia Limited
    Inventors: Matthew Gredley, Colin Wilshire
  • Patent number: 4929773
    Abstract: A method is provided for the production of 1-(4'-isobutylphenyl)ethanol (IBPE) comprising hydrogenating 4-isobutylacetophenone (IBAP) in the absence of a solvent using as a catalyst a treated activated sponge nickel catalyst, e.g., Raney nickel, obtained by subjecting such a catalyst wetted with a protective liquid composed preponderantly of water to a washing treatment with an organic washing liquid in which the aqueous protective liquid is substantially soluble and which is substantially soluble in IBAP or IBPE, e.g., a lower alkanol such as methanol, ethanol or isopropanol. The catalyst optionally may also be washed with IBAP or IBPE after the wash with the organic washing liquid and before being used in the hydrogenation reaction. The washing treatment results in substantially higher conversions IBAP and increased yields of IBPE with a practical reaction time.
    Type: Grant
    Filed: September 7, 1988
    Date of Patent: May 29, 1990
    Assignee: Hoechst Celanese Corporation
    Inventor: Debra A. Ryan
  • Patent number: 4929776
    Abstract: Unsaturated alcohols are prepared by hydrogenation of the corresponding unsaturated carbonyl compounds in a homogeneous medium and in the presence of a ruthenium-based catalyst.
    Type: Grant
    Filed: November 29, 1988
    Date of Patent: May 29, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Michel Grosselin, Claude Mercier
  • Patent number: 4925990
    Abstract: Unsaturated alcohols are prepared by the hydrogenation of an unsaturated carbonyl compound in a two-phase liquid medium and in the presence of a catalyst consisting of a ruthenium derivative associated with a water-soluble ligand or a complex of ruthenium with a water-soluble ligand.
    Type: Grant
    Filed: November 29, 1988
    Date of Patent: May 15, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean-Michel Grosselin, Claude Mercier
  • Patent number: 4916252
    Abstract: A process for preparing an optically active alcohol is disclosed, which comprises asymmetrically hydrogenating a 1,3-diketone in the presence of a ruthenium-optically active phosphine complex as a catalyst. The resulting alcohol has high optical purity.
    Type: Grant
    Filed: June 16, 1988
    Date of Patent: April 10, 1990
    Assignee: Takasago International Corporation
    Inventors: Noboru Sayo, Takao Saito, Hidenori Kumobayashi, Susumu Akutagawa, Ryoji Noyori, Hidemasa Takaya
  • Patent number: 4877909
    Abstract: A process for reducing an aldehyde or ketone in the presence of a stable, highly active catalyst which is insoluble in a solvent and which can be recovered easily from the reaction system after completion of the reaction and used repeatedly, characterized in that an aldehyde or ketone having a carbonyl group is reacted with an alcohol in the presence of hydrous zirconium oxide as the catalyst.
    Type: Grant
    Filed: February 22, 1988
    Date of Patent: October 31, 1989
    Assignee: Japan Tobacco, Inc.
    Inventors: Sigenobu Mizusaki, Hajime Matsushita, Shigeo Ishiguro, Hiroshi Ichinose, Akira Izumi
  • Patent number: 4710316
    Abstract: Compounds of the general formula (I) ##STR1## and compounds of the general formula (II) ##STR2## in which R.sup.1 represents --OH, --CH.sub.2 OH, --CH.sub.2 --OCH.sub.3, --CHOH--CH.sub.3, --CHO or --CH(OCH.sub.3).sub.2,R.sup.2 represents methyl or ethyl,R.sup.3 represents hydrogen or methyl, andX represents hydrogen or methyl, are disclosed.Processes for the manufacture of certain compounds of formula (I) and for those of formula (II) are also provided. The compounds are useful as perfume materials.
    Type: Grant
    Filed: August 13, 1986
    Date of Patent: December 1, 1987
    Assignee: Consortium fur Elektrochemische Industrie GmbH
    Inventors: Walter Hafner, Peter Ritter, Helmut Gebauer, Marlies Regiert
  • Patent number: 4313891
    Abstract: This invention relates to a process for synthesizing compounds of aluminium and alkaline earth metals containing hydride hydrogens and alkoxy radicals, of compositionM[A1H.sub.4-n (OR).sub.n ].sub.2.xBin which 0.5.ltoreq.n.ltoreq.3.5; OR is an alkoxy radical derived from a primary, secondary or tertiary alcohol; R is an aliphatic, cycloaliphatic or aromatic hydrocarbon radical; M is an alkaline earth metal; B is a Lewis base; x can vary between 0 and 4; and R can also contain functional groups OR', SR', NR'.sub.2 ect., consisting of reacting together:(a) a halide of an alkaline earth metal;(b) an alanate of an alkaline earth metal of formula M' A1H.sub.4 (M'.apprxeq.alkaline metal);(c) an alcohol chosen from primary, secondary or tertiary aliphatic, cycloaliphatic or aromatic alcohols containing 1 to 20 carbon atoms.
    Type: Grant
    Filed: October 26, 1979
    Date of Patent: February 2, 1982
    Assignee: Anic S.p.A.
    Inventors: Giovanni Dozzi, Salvatore Cucinella
  • Patent number: 4299986
    Abstract: Mixed alkoxy-hydride derivatives of aluminum and alkaline-earth metals are disclosed having the formulaM[AlH.sub.4-n (OR).sub.n ].sub.2which may be complexed with a Lewis base wherein M is an alkaline-earth metal, R is selected from an aliphatic, cycloaliphatic or aromatic group having from 1 to 20 carbon atoms and n is a number between 0.5 and 3.5. There is also disclosed a novel process for preparing said derivatives which are useful as reducing agents.
    Type: Grant
    Filed: December 18, 1979
    Date of Patent: November 10, 1981
    Assignee: Anic, S.p.A.
    Inventor: Salvatore Cucinella
  • Patent number: 4271317
    Abstract: The invention relates to alkylborane complexes with aromatic amines of the formula: ##STR1## in which R.sup.1 and R.sup.2 are the same or different (1-4C)-alkyl radicals, or together with the adjacent nitrogen atom are morpholino, piperidino or pyrrolidino radicals; R.sup.3 and R.sup.4 are independently selected from hydrogen, (1-4C)-alkyl, (1-4C)-alkoxy, di-(1-4C)-alkylamino, morpholino, piperidino and pyrrolidino; thexyl stands for 1,1,2-trimethylpropyl; and n is the integer 1 when R.sup.3 and R.sup.4 are other than nitrogen containing radicals, or the integer 1 or 2 when one of R.sup.3 and R.sup.4 is a nitrogen containing radical, or the integer 1, 2 or 3 when both R.sup.3 and R.sup.4 are nitrogen containing radicals.The complexes are more stable than thexylborane tetrahydrofuran complex, but are sufficiently reactive to be valuable as hydroborating and reducing agents.
    Type: Grant
    Filed: October 31, 1979
    Date of Patent: June 2, 1981
    Assignee: Imperial Chemical Industries Limited
    Inventors: Andrew Pelter, David J. Ryder
  • Patent number: 4163865
    Abstract: An improvement in a process for the preparation of a pinacol of the formula ##STR1## wherein R.sup.1 and R.sup.2 are identical or different and represent optionally substituted aliphatic, cycloaliphatic, araliphatic or an aromatic hydrocarbon radical by reducing a ketone of the formula ##STR2## wherein R.sup.1 and R.sup.2 have the abovementioned meanings with a base metal, the improvement comprising carrying out the reduction in the presence of an organic halogen compound and in the presence of a phosphoric acid amide, phosphoric acid ester and/or carboxylic acid amide.
    Type: Grant
    Filed: April 3, 1978
    Date of Patent: August 7, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinrich Wolfers, Hans Rudolph, Hans-Jurgen Rosenkranz