Patents by Inventor Gunnar Heydrich

Gunnar Heydrich 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).

  • Publication number: 20130046118
    Abstract: The present invention relates to a particularly economic overall method for producing menthol, specifically for producing optically active, essentially enantiomerically and diastereomerically pure L-menthol and racemic menthol, starting from the starting material citral which is available inexpensively on an industrial scale. The method comprises the following steps a.1) catalytic hydrogenation of neral and/or geranial to give citronellal, b.1) cyclization of citronellal to isopulegol in the presence of an acidic catalyst, c.1) purification of isopulegol by crystallization and d.1) catalytic hydrogenation of isopulegol to give menthol.
    Type: Application
    Filed: October 23, 2012
    Publication date: February 21, 2013
    Applicant: BASF SE
    Inventors: Gunnar Heydrich, Gabriele Gralla, Matthias Rauls, Joachim Schmidt-Leithoff, Klaus Ebel, Wolfgang Krause, Steffen Oehlenschläger, Christoph Jäkel, Marko Friedrich, Eike Johannes Bergner, Nawid Kashani-Shirazi, Rocco Paciello
  • Patent number: 8318985
    Abstract: The present invention relates to a particularly economic overall method for producing menthol, specifically for producing optically active, essentially enantiomerically and diastereomerically pure L-menthol and racemic menthol, starting from the starting material citral which is available inexpensively on an industrial scale. The method comprises the following steps a) catalytic hydrogenation of neral and/or geranial to give citronellal, b) cyclization of citronellal to isopulegol in the presence of an acidic catalyst, c) purification of isopulegol by crystallization and d) catalytic hydrogenation of isopulegol to give menthol.
    Type: Grant
    Filed: November 13, 2008
    Date of Patent: November 27, 2012
    Assignee: BASF SE
    Inventors: Gunnar Heydrich, Gabriele Gralla, Matthias Rauls, Joachim Schmidt-Leithoff, Klaus Ebel, Wolfgang Krause, Steffen Oehlenschläger, Christoph Jäkal, Marko Friedrich, Eike Johannes Bergner, Nawid Kashani-Shirazi, Rocco Paciello
  • Patent number: 8288593
    Abstract: The present invention relates to a method for preparing L-menthol in solid form, specifically in the form of flakes, by bringing an L-menthol melt into contact with two chilled surfaces distanced from one another. Moreover, the present invention relates to the L-menthol in solid form obtainable by said method, and also to its use for incorporation into utility and consumer goods of all kinds.
    Type: Grant
    Filed: June 9, 2008
    Date of Patent: October 16, 2012
    Assignee: BASF SE
    Inventors: Matthias Rauls, Robert Bayer, Gunnar Heydrich, Lars Frye, Thomas Wisniewski
  • Patent number: 8282793
    Abstract: The present invention relates to a continuous process for preparing neral (cis-citral) in pure or enriched form by distillatively separating neral from substance mixtures comprising essentially neral and geranial (trans-citral). This distillative separation is performed in a dividing wall column or in a connection of two distillation columns in the form of a thermal coupling.
    Type: Grant
    Filed: June 9, 2008
    Date of Patent: October 9, 2012
    Assignee: BASF SE
    Inventors: Gunnar Heydrich, Nawid Kashani-Shirazi, Christoph Jäkel, Joachim Schmidt-Leithoff
  • Patent number: 8212084
    Abstract: The present invention relates to a process for preparing 4,4?-[1-(trifluoromethyl)alkylidene]bis(2,6-diphenylphenols), in particular for preparing 4,4?-[1-(trifluoromethyl)ethylidene]bis(2,6-diphenylphenol), which comprises the self-condensation of cyclohexanone in the presence of a basic catalyst to form tricyclic condensation products, dehydrogenation of the resulting tricyclic condensation products in the presence of a supported transition metal catalyst in the condensed phase to form 2,6-diphenylphenol and reaction of the 2,6-diphenylphenol with a trifluoromethyl ketone. The invention further provides an improved process for preparing 2,6-diphenylphenol by aldol self-condensation of cyclohexanone.
    Type: Grant
    Filed: December 17, 2008
    Date of Patent: July 3, 2012
    Assignee: BASF SE
    Inventors: Gabriele Gralla, Gunnar Heydrich, Klaus Ebel, Wolfgang Krause
  • Publication number: 20120108874
    Abstract: The present invention relates to an improved process for preparing a substituted or unsubstituted phenylcyclohexane by catalytic hydrogenation of a substituted or unsubstituted biphenyl.
    Type: Application
    Filed: November 2, 2011
    Publication date: May 3, 2012
    Applicant: BASF SE
    Inventors: Gabriele Gralla, Gunnar Heydrich
  • Patent number: 8134034
    Abstract: The present invention relates to a method of working up an aluminium-containing reaction product from the production of isopulegol by cyclization of citronellal in the presence of complex compounds, comprising at least one ligand of the formula (I), where Ar1, Ar2, Ar3, Ar4 are chosen from C6-C15-aryl or C2-C15-hetero; R1, R2, R3, R4 are chosen from H, C1-C6-alkyl, C1-C6-perfluoroalkyl, C1-C6-alkoxy, C7-C12-aralkyl, halogen, SiR5bR6bR7b, C6-C10-aryl, NR8bR9b, SR10b, NO2; and where R1 or R2 and/or R3 or R4, together with A, can form an aromatic or nonaromatic cycle; etc.; in which a) the aluminum-containing reaction product is subjected to distillative separation, b) the isopulegol-depleted bottom product is brought into close contact with an aqueous base and c) the ligand of the formula (I) is separated off from the organic phase, preferably by crystallization. Moreover, the invention relates to a method of producing isopulegol, and to a method of producing menthol.
    Type: Grant
    Filed: August 31, 2007
    Date of Patent: March 13, 2012
    Assignee: BASF SE
    Inventors: Gunnar Heydrich, Gabriele Gralla, Klaus Ebel
  • Patent number: 8071389
    Abstract: The invention relates to a method of controlling a hydrogenation of a starting material in a hydrogenation reactor, in which the amount of hydrogen reacted in the hydrogenation is firstly determined, the ratio of the amount of hydrogen reacted to the amount of starting material fed in is then derived, this ratio is compared with a prescribed value and, finally, at least one process parameter is altered if the ratio of the amount of hydrogen reacted to the amount of starting material fed in deviates by a prescribed amount from the prescribed value.
    Type: Grant
    Filed: January 30, 2006
    Date of Patent: December 6, 2011
    Assignee: BASF Aktiengesellschaft
    Inventors: Alexander Weck, Markus Rösch, Gunther Windecker, Gunnar Heydrich, Rolf Pinkos, Olga Schubert, Klaus Harth
  • Patent number: 8003829
    Abstract: The present invention relates to a method of working up an aluminum-containing reaction product from the production of isopulegol by cyclization of citronellal in the presence of complex compounds, comprising at least one ligand of the formula (I), where R1, R2, R3 are chosen from hydrogen, halogen, nitro, C1-C8-alkyl, C1-C8-alkoxy, di(C1-C4-alkyl)amino and aryl; R4, R5 are chosen from halogen, nitro, C1-C8-alkyl, C1-C8-alkoxy, di(C1-C4-alkyl)amino, aryl or heteroaryl; in which a) the reaction product is subjected to distillative separation to obtain an isopulegol-enriched top product and an isopulegol-depleted bottom product and b) the ligand of the formula (I) is separated off from the bottom product. Moreover, the invention relates to a method of producing isopulegol, and to a method of producing menthol.
    Type: Grant
    Filed: August 31, 2007
    Date of Patent: August 23, 2011
    Assignee: BASF SE
    Inventors: Gunnar Heydrich, Gabriele Gralla, Klaus Ebel, Marko Friedrich
  • Patent number: 7960593
    Abstract: The present invention relates to a process for preparing racemic or optically active menthol by catalytically hydrogenating racemic or optically active isopulegol in the presence of hydrogen and catalysts which comprise nickel-, copper-, zirconium- and molybdenum-containing compounds. The present invention relates specifically to a corresponding process far continuously catalytically hydrogenating L-isopulegol to L-menthol.
    Type: Grant
    Filed: July 16, 2008
    Date of Patent: June 14, 2011
    Assignee: BASF SE
    Inventors: Gabriele Gralla, Gunnar Heydrich, Eike Johannes Bergner, Klaus Ebel
  • Publication number: 20110045560
    Abstract: A process for preparing optically active 2-methylalkan-1-ol of the general formula (III) comprising the following steps: carbonyl-selective reduction of 2-methylalk-2-en-1-al of the general formula (I) to 2-methylalk-2-en-1-ol of the general formula (II), (ii) enantioselective hydrogenation of 2-methylalk-2-en-1-ol to the general formula (iii), (iii) increasing the optical yield of the optically active 2-methylalkan-1-ol (III) obtained in step (ii) by a lipase-catalyzed acylation reaction, where the radical R means C1-C10-alkyl.
    Type: Application
    Filed: October 18, 2010
    Publication date: February 24, 2011
    Applicant: BASF Aktiengesellschaft
    Inventors: Christoph Jäkel, Gunnar Heydrich, Rainer Stürmer, Rocco Paciello
  • Publication number: 20100312020
    Abstract: The present invention relates to a process for preparing 4,4?-[1-(trifluoromethyl)alkylidene]bis(2,6-diphenylphenols), in particular for preparing 4,4?-[1-(trifluoromethyl)ethylidene]bis(2,6-diphenylphenol), which comprises the self-condensation of cyclohexanone in the presence of a basic catalyst to form tricyclic condensation products, dehydrogenation of the resulting tricyclic condensation products in the presence of a supported transition metal catalyst in the condensed phase to form 2,6-diphenylphenol and reaction of the 2,6-diphenylphenol with a trifluoromethyl ketone. The invention further provides an improved process for preparing 2,6-diphenylphenol by aldol self-condensation of cyclohexanone.
    Type: Application
    Filed: December 17, 2008
    Publication date: December 9, 2010
    Applicant: BASF SE
    Inventors: Gabriele Gralla, Gunnar Heydrich, Klaus Ebel, Wolfgang Krause
  • Patent number: 7816107
    Abstract: A process for preparing optically active 2-methylalkan-1-ol of the general formula (III) comprising the following steps: (i) carbonyl-selective reduction of 2-methylalk-2-en-1-al of the general formula (I) to 2-methylalk-2-en-1-ol of the general formula (II), (ii) enantioselective hydrogenation of 2-methylalk-2-en-1-ol to the general formula (iii), (iii) increasing the optical yield of the optically active 2-methylalkan-1-ol (III) obtained in step (ii) by a lipase-catalyzed acylation reaction, where the radical R means C1-C10-alkyl.
    Type: Grant
    Filed: September 22, 2005
    Date of Patent: October 19, 2010
    Assignee: BASF Aktiengesellschaft
    Inventors: Christoph Jäkel, Gunnar Heydrich, Rainer Stürmer, Rocco Paciello
  • Publication number: 20100249467
    Abstract: The present invention relates to a particularly economic overall method for producing menthol, specifically for producing optically active, essentially enantiomerically and diastereomerically pure L-menthol and racemic menthol, starting from the starting material citral which is available inexpensively on an industrial scale. The method comprises the following steps a.1) catalytic hydrogenation of neral and/or geranial to give citronellal, b.1) cyclization of citronellal to isopulegol in the presence of an acidic catalyst, c.1) purification of isopulegol by crystallization and d.1) catalytic hydrogenation of isopulegol to give menthol.
    Type: Application
    Filed: November 13, 2008
    Publication date: September 30, 2010
    Applicant: BASF SE
    Inventors: Gunnar Heydrich, Gabriele Gralla, Matthias Rauls, Joachim Schmidt-Leithoff, Klaus Ebel, Wolfgang Krause, Steffen Oehlenschläger, Christoph Jäkel, Marko Friedrich, Eike Johannes Bergner, Nawid Kashani-Shirazi, Rocco Paciello
  • Publication number: 20100206712
    Abstract: The present invention relates to a continuous process for preparing racemic or optically active menthol in pure or enriched form by distillatively separating menthol from substance mixtures which comprise essentially menthol and diastereomers thereof. This distillatiive separation is performed in a dividing wall column with 50 to 300 theoretical plates and one or more side draw points at an absolute operating pressure of 5 to 500 mbar.
    Type: Application
    Filed: July 23, 2008
    Publication date: August 19, 2010
    Applicant: BASF SE
    Inventors: Gunnar Heydrich, Gabriele Gralla, Klaus Ebel, Wolfgang Krause, Nawid Kashani-Shirazi
  • Publication number: 20100193348
    Abstract: The present invention relates to a continuous process for preparing neral (cis-citral) in pure or enriched form by distillatively separating neral from substance mixtures comprising essentially neral and geranial (trans-citral). This distillative separation is performed in a dividing wall column or in a connection of two distillation columns in the form of a thermal coupling.
    Type: Application
    Filed: June 9, 2008
    Publication date: August 5, 2010
    Applicant: BASF SE
    Inventors: Gunnar Heydrich, Nawid Kashani-Shirazi, Christoph Jäkel, Joachim Schmidt-Leithoff
  • Publication number: 20100191021
    Abstract: The present invention relates to a process for preparing racemic or optically active menthol by catalytically hydrogenating racemic or optically active isopulegol in the presence of hydrogen and catalysts which comprise nickel-, copper-, zirconium- and molybdenum-containing compounds. The present invention relates specifically to a corresponding process far continuously catalytically hydrogenating L-isopulegol to L-menthol.
    Type: Application
    Filed: July 16, 2008
    Publication date: July 29, 2010
    Applicant: BASF SE
    Inventors: Gabriele Gralla, Gunnar Heydrich, Eike Johannes Bergner, Klaus Ebel
  • Publication number: 20100185024
    Abstract: The present invention relates to a method for preparing L-menthol in solid form, specifically in the form of flakes, by bringing an L-menthol melt into contact with two chilled surfaces distanced from one another. Moreover, the present invention relates to the L-menthol in solid form obtainable by said method, and also to its use for incorporation into utility and consumer goods of all kinds.
    Type: Application
    Filed: June 9, 2008
    Publication date: July 22, 2010
    Applicant: BASF SE
    Inventors: Matthias Rauls, Robert Bayer, Gunnar Heydrich, Lars Frye, Thomas Wisniewski
  • Publication number: 20100016642
    Abstract: The present invention relates to a method of working up an aluminum-containing reaction product from the production of isopulegol by cyclization of citronellal in the presence of complex compounds, comprising at least one ligand of the formula (I), where R1, R2, R3 are chosen from hydrogen, halogen, nitro, C1-C8-alkyl, C1-C8-alkoxy, di(C1-C4-alkyl)amino and aryl; R4, R5 are chosen from halogen, nitro, C1-C8-alkyl, C1-C8-alkoxy, di(C1-C4-alkyl)amino, aryl or heteroaryl; in which a) the reaction product is subjected to distillative separation to obtain an isopulegol-enriched top product and an isopulegol-depleted bottom product and b) the ligand of the formula (I) is separated off from the bottom product. Moreover, the invention relates to a method of producing isopulegol, and to a method of producing menthol.
    Type: Application
    Filed: August 31, 2007
    Publication date: January 21, 2010
    Applicant: BASF SE
    Inventors: Gunnar Heydrich, Gabriele Gralla, Klaus Ebel, Marko Friedrich
  • Publication number: 20100010253
    Abstract: The present invention relates to a method of working up an aluminium-containing reaction product from the production of isopulegol by cyclization of citronellal in the presence of complex compounds, comprising at least one ligand of the formula (I), where Ar1, Ar2, Ar3, Ar4 are chosen from C6-C15-aryl or C2-C15-hetero; R1, R2, R3, R4 are chosen from H, C1-C6-alkyl, C1-C6-perfluoroalkyl, C1-C6-alkoxy, C7-C12-aralkyl, halogen, SiR5bR6bR7b, C6-C10-aryl, NR8bR9b, SR10b, NO2; and where R1 or R2 and/or R3 or R4, together with A, can form an aromatic or nonaromatic cycle; etc.; in which a) the aluminum-containing reaction product is subjected to distillative separation, b) the isopulegol-depleted bottom product is brought into close contact with an aqueous base and c) the ligand of the formula (I) is separated off from the organic phase, preferably by crystallization. Moreover, the invention relates to a method of producing isopulegol, and to a method of producing menthol.
    Type: Application
    Filed: August 31, 2007
    Publication date: January 14, 2010
    Applicant: BASF SE
    Inventors: Gunnar Heydrich, Gabriele Gralla, Klaus Ebel