Patents by Inventor Helmut Bahrmann

Helmut Bahrmann has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 6025529
    Abstract: A process for preparing aldehydes by hydroformylation of olefins or olefinically unsaturated compounds in the presence of a catalyst of at least one rhodium compound and a nonaqueous ionic ligand liquid of the formula (Q.sup.+).sub.a A.sup.a-, where Q.sup.+ is a singly charged quaternary ammonium and/or phosphonium cation or the equivalent of a multiply charged ammonium and/or phosphonium cation and A.sup.a- is a sulfonated triarylphosphine.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: February 15, 2000
    Assignee: Celanese GmbH
    Inventor: Helmut Bahrmann
  • Patent number: 6020532
    Abstract: A process for preparing aldehydes by hydroformylating olefinically unsaturated compounds in the presence of a water-insoluble catalyst composition comprising rhodium complexes containing diphosphine ligands, wherein the diphosphine ligands present are compounds of the formula (I) ##STR1## wherein R.sup.1 is selected from the group consisting of carboxylate (COO.sup.-), sulfonate (SO.sub.3.sup.-), phosphonate (PO.sub.3.sup.2-) and 2-anmino ethtanebisphosphonate, R.sup.
    Type: Grant
    Filed: July 9, 1998
    Date of Patent: February 1, 2000
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Peter Lappe, Thomas Muller
  • Patent number: 5972825
    Abstract: The present invention relates to compounds of the formula (I) ##STR1## where R.sup.1 is H or an alkyl radical having from 1 to 12 carbon atoms, R.sup.2 is a straight-chain alkylene radical having from 1 to 8 carbon atoms, an oxygen-containing alkylene radical having from 2 to 4 carbon atoms, a radical of the formula (II) or (III) ##STR2## or a cycloalkylene radical having from 3 to 10 carbon atoms, R.sup.3 is an alkyl radical having from 1 to 25 carbon atoms or an aryl radical having from 6 to 10 carbon atoms, A is a radical --COO.sup.- or --SO.sub.3 .sup.- and x=0, y=1, m=1 and n=1, or x=1, y=1, m=(1 or 2) and n=(1 or 2), or, if R.sup.2 is a radical of the formula (II) or (III), x=1, y=0, m=(0 or 1) and n=(0 or 1), and also a process for their preparation.
    Type: Grant
    Filed: June 10, 1998
    Date of Patent: October 26, 1999
    Assignee: Celanese GmbH
    Inventors: Dieter Regnat, Hans-Jerg Kleiner, Helmut Bahrmann
  • Patent number: 5932770
    Abstract: A process for separating off phosphine oxides and alkylarylphosphines from an organic reaction mixture of a homogeneous hydroformylation carried out with the use of a catalyst system, which reaction mixture contains organometallic complex compounds and, in a molar excess, ammonium salts of aromatic phosphines as ligands comprising subjecting the organic reaction mixture to an extraction treatment with a 0.001-0.5% strength by weight of an alkali metal hydroxide or alkaline earth metal hydroxide solution and separating off the aqueous phase containing the phosphine oxides and alkylarylphosphines to decrease markedly the concentration of the phosphine oxides and alkylarylphosphines in the hydroformylation mixture, which process is particularly suitable for continuously operated hydroformylations.
    Type: Grant
    Filed: August 11, 1997
    Date of Patent: August 3, 1999
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Thomas Muller
  • Patent number: 5922634
    Abstract: A water-soluble catalyst composition comprising rhodium complexes containing diphosphine ligands, wherein the diphosphine ligands present are compounds of the formula ##STR1## where R.sup.1 is selected from the group consisting of carboxylate (COO.sup.-), sulfonate (SO.sub.3.sup.-), phosphonate (PO.sub.3.sup.2-) and 2-amino ethanebisphosphonate ?NH--CH.sub.2 --CH(PO.sub.3.sup.2-).sub.2 !, R.sup.2 is selected from the group consisting of a straight-chain alkylene of 1 to 8 carbon atoms, an oxygen-containing alkylene of 2 to 6 carbon atoms, cycloalkylene of 3 to 10 carbon atoms and a member of the formulae II, III, IV or V ##STR2## a, b, c, d, e, f, g, h, k and l are individually 0 to 1, where at least one of a, b, c, d, e, f, g, h, k or l has to be equal to 1, x(s) are individually 0 or 1, y is an integer of 1 to 24, R.sup.3 and R.sup.
    Type: Grant
    Filed: April 17, 1997
    Date of Patent: July 13, 1999
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Peter Lappe, Thomas Muller
  • Patent number: 5874642
    Abstract: The present invention relates to compounds of the formula (I) ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 are identical or different and, independently of one another, are hydrogen, an alkyl or alkoxy group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, or R.sup.1 and R.sup.2 including the respective carbon atoms bound to them form a ring containing 6 carbon atoms, m and n independently of one another are 0 or 1 and (m+n) is 1 or 2, and R is an unsubstituted phenyl or naphthyl radical, or a phenyl or naphthyl radical substituted by an alkyl group having 1 to 4 carbon atoms or an amino or dialkylamino group containing a total of 2 to 8 carbon atoms, and to a process for their preparation.
    Type: Grant
    Filed: June 20, 1997
    Date of Patent: February 23, 1999
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Dieter Regnat, Hans-Jerg Kleiner, Helmut Bahrmann
  • Patent number: 5847200
    Abstract: New diphosphines in the form of ammonium carboxylates, sulfonates or phosphonates having a singly or multiply charged diphosphine anion and the corresponding number of ammonium cations as counter ions, and a process for their preparation useful as ligand in rhodium catalyst systems for hydroformylation of olefins.
    Type: Grant
    Filed: April 17, 1997
    Date of Patent: December 8, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Peter Lappe, Thomas Muller
  • Patent number: 5817884
    Abstract: A process for preparing aldehydes by hydroformylation of olefinically unsaturated compounds with hydrogen and carbon monoxide in a homogeneous phase in the presence of a catalyst system comprising organometallic complex compounds and ligands of these complex compounds in molar excess, and separating off the catalyst system from the hydroformylation reaction mixture by pressure filtration on a semipermeable membrane of an aromatic polyamide, the mass molar ratio of the ligands present in excess to the aldehydes prepared is 9-30, preferably 10-25, in particular 10-15, with the ligands present in excess not being alkylammonium or arylammonium salts of sulfonated, carboxylated or phosphonated aromatic diphosphines which by maintaining the molar mass ratio, not only are high activation and selectivity values obtained in the hydroformylation itself, but also excellent retention values for the catalyst system are obtained in the membrane filtration step.
    Type: Grant
    Filed: May 14, 1997
    Date of Patent: October 6, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Helmut Bahrmann
  • Patent number: 5808168
    Abstract: Waste gas obtained in the hydroformylation of olefinically unsaturated compounds in the presence of an aqueous catalyst solution comprising water-soluble rhodium complexes (1st reaction stage) is fed to a homogeneous reaction system in which residual amounts of the olefinically unsaturated compounds from the first reaction stage are reacted in a homogeneous reaction system (2nd reaction stage).
    Type: Grant
    Filed: April 17, 1997
    Date of Patent: September 15, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Dieter Frohning, Wilhelm Gick, Wolfgang Hofs, Heinz Kalbfell, Harald Kappesser, Peter Lappe, Kurt Schalapski, Ernst Wiebus, Wolfgang Zgorzelski
  • Patent number: 5801287
    Abstract: The present invention relates to compounds of the formula (I) ##STR1## where R.sup.1 is H or an alkyl radical having from 1 to 12 carbon atoms, R.sup.2 is a straight-chain alkylene radical having from 1 to 8 carbon atoms, an oxygen-containing alkylene radical having from 2 to 4 carbon atoms, a radical of the formula (II) or (III) ##STR2## or a cycloalkylene radical having from 3 to 10 carbon atoms, R.sup.3 is an alkyl radical having from 1 to 25 carbon atoms or an aryl radical having from 6 to 10 carbon atoms, A is a radical --COO.sup.- or --SO.sub.3.sup.- and x=0, y=1, m=1 and n=1, or x=1, y=1, m=(1 or 2) and n=(1 or 2), or, if R.sup.2 is a radical of the formula (II) or (III), x=1, y=0, m=(0 or 1) and n=(0 or 1), and also a process for their preparation.
    Type: Grant
    Filed: March 10, 1997
    Date of Patent: September 1, 1998
    Inventors: Dieter Regnat, Hans-Jerg Kleiner, Helmut Bahrmann
  • Patent number: 5801291
    Abstract: The present invention relates to a process for the preparation of aldehydes, which comprises reacting an olefinic compound having 2 to 20 carbon atoms with carbon monoxide and hydrogen, in the presence or absence of a solvent, in the presence of a catalyst comprising rhodium and a compound or a mixture of compounds of the formula (I) ##STR1## in which R.sup.1 is H or an alkyl radical having 1 to 12 carbon atoms, R.sup.2 is a straight-chain alkylene radical having 1 to 8 carbon atoms, an oxygen-containing alkylene radical having 2 to 4 carbon atoms, a radical of the formula (II) or (III) ##STR2## or a cycloalkylene radical having 3 to 10 carbon atoms, R.sup.3 is an alkyl radical having 1 to 25 carbon atoms or an aryl radical having 6 to 10 carbon atoms, A is a radical --COO.sup.- or --SO.sub.3.sup.- and x=0, y=1, m=1 and n=1, or x=0.1, y=1, m=(1 or 2) and n=(1 or 2), or, if R.sup.2 is a radical of the formula (II) or (III), x=1, y=0, m=(0 or 1) and n=(0 or 1), at a temperature from 50.degree. to 190.degree. C.
    Type: Grant
    Filed: March 7, 1997
    Date of Patent: September 1, 1998
    Assignee: Hoechst AG
    Inventors: Helmut Bahrmann, Hans-Jerg Kleiner, Dieter Regnat
  • Patent number: 5773667
    Abstract: A process for preparing aldehydes comprising hydroformylating olefinically unsaturated compounds with hydrogen and carbon monoxide in a homogeneous phase in the presence of a catalyst system comprising rhodium complex compounds and aromatic phosphines in a molar excess and separating off the catalyst system from the hydroformylation reaction mixture by pressure filtration on a semipermeable membrane of an aromatic polyamide by carrying out the hydroformylation at a pH of 2.5 to 4.3 using a molar ratio of phosphine:rhodium of at least 60 and at a rhodium concentration of at least 10 ppm by weight, based on the olefinically unsaturated compound used, and using, as aromatic phosphines, special alkylammonium and/or arylammonium salts of sulfonated or carboxylated triarylphosphines which process leads to excellent activities and selectivities in the hydroformylation step itself and also to high retention values in the membrane filtration step.
    Type: Grant
    Filed: May 14, 1997
    Date of Patent: June 30, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Thomas Muller, Rainer Lukas
  • Patent number: 5756854
    Abstract: A process for the hydroformylation of olefinically unsaturated compounds whose hydroformylation products are insoluble or only sparingly soluble in water, comprising reacting the olefinically unsaturated compounds at 60.degree. to 180.degree. C. and 1 to 35 MPa with carbon monoxide and hydrogen in a homogeneous phase in a polar organic solvent and in the presence of a catalyst system comprising a rhodium carbonyl compound and a salt of a sulfonated or carboxylated organic monophosphine or polyphosphine, which salt is soluble both in the polar organic solvent and in water, distilling off the polar organic solvent from the reaction mixture and separating the catalyst system from the distillation residue by extraction with water.
    Type: Grant
    Filed: August 26, 1996
    Date of Patent: May 26, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Peter Lappe, Bernhard Fell, Zhigao Xia, Subba Kanagasabapathy
  • Patent number: 5741941
    Abstract: A process for preparing aldehydes by reacting straight-chain or branched olefins of at least 4 carbon atoms with carbon monoxide and hydrogen in the liquid phase in the presence of water, solubilizers and a catalyst system comprising water-soluble rhodium complexes, wherein the rhodium complexes present in the catalyst system contain specific sulfonated diphosphines as ligands and the solubilizers are quaternary ammonium salts.
    Type: Grant
    Filed: March 5, 1997
    Date of Patent: April 21, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Helmut Bahrmann
  • Patent number: 5684208
    Abstract: In the process for hydroformylation of 1,3-butadiene with carbon monoxide and hydrogen to form pentenals, the improvement comprising effecting the hydroformylation with 1,3-butadiene dissolved in an inert reaction medium at 100.degree. to 180.degree. C. at 5 to 35 MPa in the presence of an aqueous solution of a rhodium/phosphine complex and optionally a further phosphine as catalyst.
    Type: Grant
    Filed: August 15, 1996
    Date of Patent: November 4, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Peter Lappe, Ernst Wiebus, Bernhard Fell, Peter Hermanns
  • Patent number: 5683585
    Abstract: Wastewaters resulting from preparation or use of paints comprising organic solvents are purified by extraction with higher monoalcohols, i.e. alcohols having at least 8 carbon atoms in the molecule.
    Type: Grant
    Filed: April 12, 1996
    Date of Patent: November 4, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hanswilhelm Bach, Helmut Bahrmann, Jurgen Weber
  • Patent number: 5661204
    Abstract: Mixtures of isomeric decyl alcohols obtained by oligomerization of propylene in the presence of deactivated zeolites as catalysts, followed by separation of the nine carbon olefins from the oligomer mixture, then hydroformylation of the 9 carbon olefins to 10 carbon aldehydes, and hydrogenation of the aldehydes to the corresponding alcohols. The mixtures, when esterified with phthalic acid, or anhydride, provide a mixture of isomeric di-decyl phthalates that can be used as plasticizers.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: August 26, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Wolfgang Greb, Peter Heymanns, Peter Lappe, Thomas Muller, Jurgen Szameitat, Ernst Wiebus
  • Patent number: 5583250
    Abstract: Mixtures of isomeric decyl alcohols obtained by oligomerization of propylene in the presence of deactivated zeolites as catalysts, followed by separation of the nine carbon olefins from the oligomer mixture, then hydroformylation of the 9 carbon olefins to 10 carbon aldehydes, and hydrogenation of the aldehydes to the corresponding alcohols. The mixtures, when esterified with phthalic acid, or anhydride, provide a mixture of isomeric di-decyl phthalates that can be used as plasticizers.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: December 10, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Wolfgang Greb, Peter Heymanns, Peter Lappe, Thomas M uller, J urgen Szameitat, Ernst Wiebus
  • Patent number: 5565398
    Abstract: Sulfonated diphosphines of the formula ##STR1## in which Ar is m--C.sub.6 H.sub.4 --SO.sub.3 M, M is hydrogen, ammonium, a monovalent metal, or the chemical equivalent of a polyvalent metal; Ph is phenyl; the m's are individually 1 or 2, and the n's are individually 0, 1, or 2. A method of their preparation and the hydroformylation of olefins and olefinically unsaturated compounds using these compounds as a constituent of water-soluble catalyst systems are also disclosed.
    Type: Grant
    Filed: November 2, 1995
    Date of Patent: October 15, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang A. Herrmann, Rainer Manetsberger, Helmut Bahrmann, Christian Kohlpaintner
  • Patent number: RE35292
    Abstract: Organometallic compounds and/or metal carbonyls are separated from their solutions in organic media with the aid of semi-permeable membranes made of aromatic polyamides.
    Type: Grant
    Filed: January 5, 1994
    Date of Patent: July 9, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Michael Haubs, Willi Kreuder, Thomas Muller