Preparing From Aldehyde Or Ketone Patents (Class 568/846)
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Patent number: 10988428Abstract: 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: GrantFiled: June 4, 2020Date of Patent: April 27, 2021Assignee: Braskem S.A.Inventors: Liliana Zanelli de O Martins Ikari, Fernanda Munhoz Anderle, Melina Gesteira Souza, Lucas Gualberto Santos Costa
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Patent number: 10780422Abstract: 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: GrantFiled: March 23, 2016Date of Patent: September 22, 2020Assignee: BASF SEInventors: Andrian Milanov, Ekkehard Schwab, Mike Hoffmann, Stefan Kotrel, Stefan Altwasser
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Patent number: 8853465Abstract: 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: GrantFiled: May 11, 2011Date of Patent: October 7, 2014Assignee: BASF SEInventors: Michael Steiniger, Maria Guixa Guardia, Kai Stehmeier
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Patent number: 8729314Abstract: 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: GrantFiled: August 28, 2013Date of Patent: May 20, 2014Assignee: Bromine Compounds Ltd.Inventor: Jacob Oren
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Patent number: 8710278Abstract: 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: GrantFiled: January 31, 2013Date of Patent: April 29, 2014Assignee: Eastman Chemical CompanyInventors: Kenneth Wayne Hampton, Jr., Eugene H. Brown, Thomas K. Brown, Amy K. Paris, Kevin S. Howe, Thomas Allen Puckette
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Patent number: 8546619Abstract: 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: GrantFiled: February 26, 2009Date of Patent: October 1, 2013Assignee: Bromine Compounds Ltd.Inventor: Jacob Oren
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Patent number: 7598425Abstract: 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: GrantFiled: April 8, 2005Date of Patent: October 6, 2009Assignee: Daikin Industries, Ltd.Inventors: Yoshihiro Yamamoto, Yoshichika Kuroki, Daisuke Karube, Tatsuya Ohtsuka
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Patent number: 6906212Abstract: 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: GrantFiled: June 25, 2004Date of Patent: June 14, 2005Assignee: Eastman Chemical CompanyInventor: Neil Warren Boaz
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Patent number: 6906213Abstract: 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: GrantFiled: June 25, 2004Date of Patent: June 14, 2005Assignee: Eastman Chemical CompanyInventor: Neil Warren Boaz
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Patent number: 6867336Abstract: 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: GrantFiled: August 1, 2002Date of Patent: March 15, 2005Assignee: BASF AktiengesellschaftInventors: Günter Scherr, Thomas Bogenstätter, Jürgen Huff
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Publication number: 20040044256Abstract: 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: ApplicationFiled: April 17, 2003Publication date: March 4, 2004Inventors: Matthias Dernbach, Michael Koch, Gerhard Schulz, Hagen Weigl, Steffen Maas
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Patent number: 6590115Abstract: 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: GrantFiled: September 20, 2001Date of Patent: July 8, 2003Assignee: Eastman Chemical CompanyInventors: Neil Warren Boaz, Sheryl Davis Debenham
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Patent number: 6350922Abstract: 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: GrantFiled: December 16, 1999Date of Patent: February 26, 2002Assignee: The Dow Chemical CompanyInventors: Paul C. Vosejpka, Dennis A. Hucul, Bob R. Maughon, Larry N. Ito, Robert M. Campbell
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Patent number: 5227539Abstract: 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: GrantFiled: October 31, 1991Date of Patent: July 13, 1993Assignee: Ausimont S.p.A.Inventors: Stefan Kotun, Darryl Desmarteau, Walter Navarrini
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Patent number: 5220020Abstract: 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: GrantFiled: November 14, 1991Date of Patent: June 15, 1993Assignee: Massachusetts Institute of TechnologyInventors: Stephen L. Buchwald, Alberto Gutierrez, Scott C. Berk, Kristina A. Kreutzer
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Patent number: 5149889Abstract: 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: GrantFiled: October 30, 1990Date of Patent: September 22, 1992Assignee: Metallgesellschaft AktiengesellschaftInventors: Jurgen Deberitz, Wilfried Weiss
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Patent number: 4973768Abstract: 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: GrantFiled: March 6, 1989Date of Patent: November 27, 1990Assignee: Rhone-Poulenc SanteInventors: Georges Cordier, Pierre Fouilloux, Jean-Michel Grosselin
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Patent number: 4933511Abstract: 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: GrantFiled: April 7, 1987Date of Patent: June 12, 1990Assignee: ICI Australia LimitedInventors: Matthew Gredley, Colin Wilshire
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Patent number: 4929773Abstract: 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: GrantFiled: September 7, 1988Date of Patent: May 29, 1990Assignee: Hoechst Celanese CorporationInventor: Debra A. Ryan
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Patent number: 4929776Abstract: 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: GrantFiled: November 29, 1988Date of Patent: May 29, 1990Assignee: Rhone-Poulenc SanteInventors: Jean-Michel Grosselin, Claude Mercier
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Patent number: 4925990Abstract: 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: GrantFiled: November 29, 1988Date of Patent: May 15, 1990Assignee: Rhone-Poulenc SanteInventors: Jean-Michel Grosselin, Claude Mercier
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Patent number: 4916252Abstract: 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: GrantFiled: June 16, 1988Date of Patent: April 10, 1990Assignee: Takasago International CorporationInventors: Noboru Sayo, Takao Saito, Hidenori Kumobayashi, Susumu Akutagawa, Ryoji Noyori, Hidemasa Takaya
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Patent number: 4877909Abstract: 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: GrantFiled: February 22, 1988Date of Patent: October 31, 1989Assignee: Japan Tobacco, Inc.Inventors: Sigenobu Mizusaki, Hajime Matsushita, Shigeo Ishiguro, Hiroshi Ichinose, Akira Izumi
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Patent number: 4710316Abstract: 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: GrantFiled: August 13, 1986Date of Patent: December 1, 1987Assignee: Consortium fur Elektrochemische Industrie GmbHInventors: Walter Hafner, Peter Ritter, Helmut Gebauer, Marlies Regiert
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Patent number: 4313891Abstract: 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: GrantFiled: October 26, 1979Date of Patent: February 2, 1982Assignee: Anic S.p.A.Inventors: Giovanni Dozzi, Salvatore Cucinella
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Patent number: 4299986Abstract: 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: GrantFiled: December 18, 1979Date of Patent: November 10, 1981Assignee: Anic, S.p.A.Inventor: Salvatore Cucinella
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Patent number: 4271317Abstract: 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: GrantFiled: October 31, 1979Date of Patent: June 2, 1981Assignee: Imperial Chemical Industries LimitedInventors: Andrew Pelter, David J. Ryder
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Patent number: 4163865Abstract: 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: GrantFiled: April 3, 1978Date of Patent: August 7, 1979Assignee: Bayer AktiengesellschaftInventors: Heinrich Wolfers, Hans Rudolph, Hans-Jurgen Rosenkranz