Patents by Inventor Herbert Klenk

Herbert Klenk 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: 6013815
    Abstract: The invention relates to the production and purification of salts of 6,8-bis (amidiniumthio)octanoic acid, its enantiomers (+)-6,8-bis(amidiniumthio)octanoic acid and (-)-6,8-bis (amidiniumthio)octanoic acid and of the esters of these compounds as well as to their use to produce dihydrolipoic acid and .alpha.-lipoic acid.
    Type: Grant
    Filed: March 18, 1998
    Date of Patent: January 11, 2000
    Assignee: ASTA Medica Aktiengesellschaft
    Inventors: Thomas Beisswenger, Rainer Gewald, Alfred Olbrich, Horst Bethge, Frank Hubner, Klaus Huthmacher, Herbert Klenk, Roland Moller, Stephan Rautenberg, Gerhard Sator
  • Patent number: 5760268
    Abstract: The invention relates to the production and purification of salts of 6,8-bis(amidiniumthio) octanoic acid, its enantiomers (+)-6,8-bis(amidiniumthio)octanoic acid and (-)-6,8-bis (amidiniumthio)octanoic acid and of the esters of these compounds as well as to their use to produce dihydrolipoic acid and .alpha.-lipoic acid.
    Type: Grant
    Filed: January 21, 1997
    Date of Patent: June 2, 1998
    Assignee: Asta Medica Aktiengesellschaft
    Inventors: Thomas Beisswenger, Rainer Gewald, Alfred Olbrich, Horst Bethge, Frank Hubner, Klaus Huthmacher, Herbert Klenk, Roland Moller, Stephan Rautenberg, Gerhard Sator
  • Patent number: 5455264
    Abstract: RS-thioctic acid with a novel morphology which is obtained by a recrystallization process.
    Type: Grant
    Filed: October 12, 1993
    Date of Patent: October 3, 1995
    Assignee: ASTA Medica Aktiengesellschaft
    Inventors: Thomas Beisswenger, Horst Bethge, Joachim Goede, Frank Hubner, Klaus Huthmacher, Herbert Klenk, Roland Moller
  • Patent number: 5426249
    Abstract: A process is described for the simultaneous production of 1,2- and 1,3-propanediol from glycerol. The process involves the reaction stages (a) dehydration of glycerol by feeding a gaseous glycerol-water mixture with 10 to 40 wt % glycerol at 250.degree. to 340.degree. C. over a solid catalyst with an H.sub.0 value (Hammett acidity function) of less than 2, preferably between -3 and -8.2, (b) hydration of the acrolein contained in the reaction mixture of stage (a), and (c) catalytic hydrogenation of the reaction mixture, containing 3-hydroxypropionaldehyde and hydroxyacetone, of stage (b). Two valuable products, namely 1,2- and 1,3-propanediol, can be obtained simultaneously and in high total yield from glycerol in a simple process.
    Type: Grant
    Filed: November 12, 1993
    Date of Patent: June 20, 1995
    Assignee: Degussa Aktiengesellschaft
    Inventors: Thomas Haas, Armin Neher, Dietrich Arntz, Herbert Klenk, Walter Girke
  • Patent number: 5387720
    Abstract: A process for the production of acrolein by dehydration of glycerol in the liquid phase or in the gaseous phase, in each case on acidic solid catalysts, is described. Compared with previously known processes, the space-time yield and catalyst service life may be surprisingly increased with higher selectivity by treating a glycerol-water mixture with a glycerol content of 10 to 40 wt. % at 180.degree. to 340.degree. C. (liquid phase) or at 250.degree. to 340.degree. C. (gaseous phase) on a solid catalyst with an H.sub.o value (Hammett acidity function) of less than +2, preferably less than -3.
    Type: Grant
    Filed: November 12, 1993
    Date of Patent: February 7, 1995
    Assignee: Degussa Aktiengesellschaft
    Inventors: Armin Neher, Thomas Haas, Dietrich Arntz, Herbert Klenk, Walter Girke
  • Patent number: 5191085
    Abstract: Optically active salts are disclosed of the formula (I): ##STR1## wherein Ac represents an acyl group, R.sup.1 hydrogen or methyl, R.sup.2 and R.sup.3 identical or different substitutes, preferably methyl. The salts can be obtained from the corresponding optically active carbonic acid and DL-3-cyano-2-hydroxypropyl trimethylammonium hydroxide. The diastereomeric salt pairs are easily split from one another and separated again, so that the process is suited for producing optically active 3-cyano-2-hydroxypropyl trimethylammonium salts.
    Type: Grant
    Filed: March 27, 1991
    Date of Patent: March 2, 1993
    Assignee: Degussa Aktiengesellschaft
    Inventors: Harald Jakob, Klaus Huthmacher, Herbert Klenk
  • Patent number: 5166426
    Abstract: Synthesis of L-carnitine by chemical optical resolution of D,L-carnitine nitrile salts, where the D,L-carnitine nitrile salt is reacted with optically active N-acetylproline as the resolving agent in order to form the diastereomer salts after conversion to the hydroxide form, one of the two diastereomer salts is separated by fractional crystallization and the fraction containing mainly L-carnitine nitrile salt is treated with an optically inactive strong acid in order to split off the optically active N-acetylproline and then the resolving agent is separated and the resulting L-carnitine nitrile salt is saponified to L-carnitine. N-acetyl-L-proline is used as the resolving agent and the diastereomer (LL) salt is obtained in crystalline form in a high optical purity by fractional crystallization and the L-carnitine nitrile salt obtained after splitting off and separating N-acetyl-L-proline is used directly for saponification without further crystallization.
    Type: Grant
    Filed: March 27, 1992
    Date of Patent: November 24, 1992
    Assignee: Degussa AG
    Inventors: Harald Jakob, Klaus Huthmacher, Herbert Klenk
  • Patent number: 5049283
    Abstract: Aqueous solutions of free, neutral .alpha.-amino acids are recovered from aqueous solutions of their alkali-metal salts. Two equally large rectifying columns filled with a strongly acidic cation exchanger in the H.sup.+ form are used, the discharge of the first column being connected to the head of the second column. The solution of the alkali-metal salt is at first delivered to the head of the first column, then the residual solution, reduced by the alkali-metal cations adsorbed in the exchanger, is displaced to the second column by means of the addition of water. A product-free forerun is first separated at the discharge of the second column and, when free .alpha.-amino acid begins to exit in the flow-off from the second column, the receiver is changed and the delivery of water to the head of the first column continues further until a mixed pH between 5 and 7 has been achieved in the receiver.
    Type: Grant
    Filed: February 21, 1990
    Date of Patent: September 17, 1991
    Assignee: Degussa Aktiengesellschaft
    Inventors: Hans-Joachim Hasselbach, Axel Kleeman, Herbert Klenk, Horst Weigel
  • Patent number: 4914208
    Abstract: The invention relates to the preparation of optically active salts of the general formula ##STR1## from which the corresponding optically active 3-chloro-2-hydroxypropyltrimethyl ammonium chloride can be obtained by treatment with mineral acid.The L(-) form of this compound is a valuable component for the synthesis of L(-) carnitine.
    Type: Grant
    Filed: October 17, 1988
    Date of Patent: April 3, 1990
    Assignee: Degussa Aktiengesellschaft
    Inventors: Harald Jakob, Klaus Huthmacher, Herbert Klenk, Axel Kleemann, Gunes Giray
  • Patent number: 4824987
    Abstract: A method of preparing m-trifluoromethylphenyl acetonitrile of the formula ##STR1## in which m-trifluoromethyl toluene is reacted with cyanogen chloride in the gas phase at 600.degree. to 750.degree. C.
    Type: Grant
    Filed: May 23, 1988
    Date of Patent: April 25, 1989
    Assignee: Degussa Aktiengesellschaft
    Inventors: Axel Kleemann, Herbert Klenk, Klaus Huthmacher, Dieter Most
  • Patent number: 4716247
    Abstract: To produce thiosemicarbazide hydrazine is reacted with hydrogen cyanide and sulfur to form hydrazine thiocyanate, and this is then converted into the thiosemicarbazide at an elevated temperature. Advantageously, the reaction is carried out in a polar solvent.
    Type: Grant
    Filed: February 1, 1983
    Date of Patent: December 29, 1987
    Assignee: Degussa Aktiengesellschaft
    Inventors: Axel Kleemann, Herbert Klenk, Wolfgang Schulz
  • Patent number: 4492793
    Abstract: 2-Amino-5-mercapto-1,3,4-thiadiazoles can be produced in very high yields from thiosemicarbazides and carbon disulfide in aqueous phase by working in the presence of the corresponding ammonium salt of bis-2,5-mercapto-1,3,4-thiadiazole at a temperature above 40.degree. C. Preferably the process is carried out in the presence of the mother liquor from a previous reaction.
    Type: Grant
    Filed: August 13, 1982
    Date of Patent: January 8, 1985
    Assignee: Degussa Aktiengesellschaft
    Inventor: Herbert Klenk
  • Patent number: 4490307
    Abstract: There is provided a process for the production of .beta.-mercaptopropionic acid and its esters and nitriles by reacting the corresponding acrylic acid derivatives with trithiocarbonates in aqueous solution.
    Type: Grant
    Filed: June 15, 1983
    Date of Patent: December 25, 1984
    Assignee: Degussa Aktiengesellschaft
    Inventor: Herbert Klenk
  • Patent number: 4402733
    Abstract: Herbicidally active derivatives of the formula ##STR1## in which R represents methyl, ethyl or n-propyl.
    Type: Grant
    Filed: April 20, 1981
    Date of Patent: September 6, 1983
    Assignees: Ciba-Geigy Corporation, Deutsche Gold- und Silber-Scheideanstalt vormals Roessler
    Inventors: Georg Pissiotas, Willy Meyer, Werner Schwarze, Herbert Klenk, Wolfgang Leuchtenberg
  • Patent number: 4360682
    Abstract: Caprolactones such as .epsilon.-caprolactone are stabilized against discoloration with dihydroxybenzenes such as hydroquinone or compounds of the formula ##STR1## in which R.sub.1 is alkyl of 1 to 8 carbon atoms, andR.sub.2 is hydrogen or alkyl of 1 to 8 carbon atoms.Even the presence of air is not detrimental.
    Type: Grant
    Filed: May 12, 1980
    Date of Patent: November 23, 1982
    Assignees: Deutsche Gold- und Silberscheideanstalt vormals Roessler, Bayer Aktiengesellschaft
    Inventors: Herbert Klenk, Rolf Wirthwein, Helmut Waldmann, Hermann Seifert
  • Patent number: 4341709
    Abstract: A process for the preparation of .epsilon.-caprolactone comprising:(a) reacting cyclohexanone with a solution of perpropionic acid in an organic solvent at a molar ratio of cyclohexanone;perpropionic acid of about 1.1-5:1 at a temperature of about 10.degree. to 80.degree. C. to form a reaction mixture consisting essentially of .epsilon.-caprolactone, propionic acid and organic solvent,(b) distilling the reaction mixture from (a) in a first distillation unit to obtain a distillate comprising the organic solvent and a distillation residue,(c) introducing the distillation residue from (b) at a point into a second distillation unit to obtain a distillate comprising propionic acid and unreacted cyclohexanone, removing from the second distillation unit, separately from one another and at a point below the point of introduction into the second distillation unit, .epsilon.
    Type: Grant
    Filed: May 15, 1980
    Date of Patent: July 27, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Willi Hofen, Herbert Klenk, Gerd Schreyer, Otto Weiberg, Helmut Waldmann, Hermann Seifert, Karl-Hermann Reissinger, Wolfgang Swodenk
  • Patent number: 4339591
    Abstract: There are produced carboxylic acid cyanides, e.g., acyl cyanides by reacting a carboxylic acid halide with an alkali cyanide or hydrogen cyanide in the presence of a copper (I) salt and a carboxylic acid nitrile. Especially advantageous are glutaric acid dinitrile and 2-methyl glutaric acid dinitrile.
    Type: Grant
    Filed: March 23, 1981
    Date of Patent: July 13, 1982
    Assignee: Degussa Aktiengesellschaft
    Inventors: Axel Kleemann, Bernd Lehmann, Herbert Klenk
  • Patent number: 4326056
    Abstract: 4-amino-6-tert.butyl-3-mercapto-1,2,4-triazin-5-one of the formula ##STR1## is produced by reacting pivaloyl cyanide and isobutylene in the presence of acetic acid and sulfuric acid, hydrolyzing the reaction mixture in the presence of water and reacting the trimethyl pyruvic acid formed with thiocarbohydrazide. The triazinone is an important intermediate product in the synthesis of the known herbicide 4-amino-6-tert.butyl-3-methylmercapto-1,2,4-triazin-5-one.
    Type: Grant
    Filed: May 22, 1981
    Date of Patent: April 20, 1982
    Assignee: Degussa Aktiengesellschaft
    Inventors: Axel Kleemann, Bernd Lehamnn, Herbert Klenk
  • Patent number: 4313879
    Abstract: The invention relates to a process for the production of .epsilon.-caprolactone having a purity of 99.9% and increased color and storage stability which comprises feeding .epsilon.-caprolactone, which has been made by reacting cyclohexanone with a solution of a percarboxylic acid, into a first distillation unit, operating at 0.1 to 500 mbars and drawing off as the top product a mixture consisting of .epsilon.-caprolactone and lower-boiling impurities, feeding the bottom product of said first distillation unit into a second distillation unit, operating at 0.1 to 500 mbars and then drawing off the pure .epsilon.-caprolactone as the top product. The .epsilon.-caprolactone is useful as an intermediate for the production of known useful compounds such as polyesterols which are subsequently converted to polyurethanes.
    Type: Grant
    Filed: August 20, 1980
    Date of Patent: February 2, 1982
    Assignees: Degusa AG, Bayer Aktiengesellschaft
    Inventors: Herbert Klenk, Rolf Wirthwein, Gerd Siekmann, Wulf Schwerdtel
  • Patent number: 4228082
    Abstract: Compounds are prepared of the formula ##STR1## where R' is a t-alkyl group having 4 to 18 carbon atoms, preferably t-butyl, t-amyl or t-octyl and R is a straight or branched chain alkyl group with 1 to 18 carbon atoms, preferably 1 to 10 carbon atoms or an alkyl group substituted with one or more phenyl group or a halogen atom, particularly a chlorine atom, or a cycloalkyl group with 3 to 8 carbon atoms, particularly cyclopropyl, which can be substituted by one or more 1 to 3 carbon atom alkyl groups or one or more halogen atoms, preferably chlorine, or phenyl or naphthyl or a five membered heterocyclic group or such phenyl, naphthyl or heterocyclic group substituted by halogen atoms, nitro groups, alkyl or alkoxy with 1 to 5 carbon atoms by condensing in acid medium an acyl cyanide of the formulaR--CO--CN (II)where R is as defined above with either(a) a tertiary alcohol of the formulaHO--R' (III)in which R' is as defined above, or preferably(b) an alkene of the formula ##STR2## where R.sub.1 and R.sub.
    Type: Grant
    Filed: July 9, 1979
    Date of Patent: October 14, 1980
    Assignee: Deutsche Gold- und Silber-Scheideanstalt vormals Roessler
    Inventors: Axel Kleemann, Herbert Klenk, Heribert Offermanns, Paul Scherberich, Werner Schwarze