Terpenic, Wherein The Number Of Carbons Is A Multiple Of Five (e.g., Linalool, Farnesol, Etc.) Patents (Class 568/875)
  • Patent number: 9308468
    Abstract: A process of integrated system formed by coupling of fixed bed, jetting floating bed, and separating unit, aimed to provide a new process and equipment of higher efficiency, which integrates multi-type reactors and separation is provided. Reaction materials undergo preliminary reaction in fixed bed reactor and intensified reaction in jetting floating bed reactor, and then separation in the subsequent separation system. Unreacted materials will be returned to the raw material intermediate storage tank for mixing with fresh materials, as raw materials for continued reaction. During this process, materials first pass the fixed bed reactor once to achieve certain conversion rate, and then enter the jetting floating bed reactor for intensified reaction. When the product reaches required concentration, the materials will enter subsequent separation equipment for separation.
    Type: Grant
    Filed: May 25, 2012
    Date of Patent: April 12, 2016
    Assignee: NANJING UNIVERSITY
    Inventors: Zheng Zhou, Zhibing Zhang, Gaodong Yang, Xionghui Gong, Pingkeng Wu
  • Patent number: 8993809
    Abstract: A process for isolating at least one target compound, such as manool, geranyl linalool, ethyl guaiacol, eugenol, veratraldehyde, squalene, terpin, cholesterol, beta-sitosterol, campesterol, stigmasterol, stigmastenol and dehydroabietic acid, from biomass, the process including steps of: obtaining a condensate from a recovery evaporator, a reverse osmosis retentate of a condensate of a pulp and paper mill, or both, the condensate, retentate or both being substantially free of higher molecular weight (approximately >1000 Da) cellulose and/or lignin and/or lignin-derived material; optionally pH adjusting and filtering the condensate to collect insoluble material; extracting the condensate, the collected insoluble material, or both, with solid phase extraction (SPE), liquid-liquid extraction or solid-liquid extraction to produce an extract containing the at least one target compound; and optionally purifying the extract containing the at least one target compound by thermal fractionation, chromatographic separ
    Type: Grant
    Filed: April 7, 2011
    Date of Patent: March 31, 2015
    Assignee: Her Majesty the Queen in Right of Canada, as Represented by the Minister of Environment
    Inventors: Craig Brennan Milestone, Deborah L. MacLatchy, L. Mark Hewitt
  • Publication number: 20150005535
    Abstract: The present invention relates to a structured catalyst based on sintered metal fibers (SMF) coated by a non-acidic metal oxide layer impregnated with Pd and Agnanopartides, characterized in that the ratio of the Pd:Ag is 1:1 to 10:1, as well as the use of such a catalyst in selective catalytic hydrogenations of organic compounds.
    Type: Application
    Filed: October 26, 2012
    Publication date: January 1, 2015
    Applicant: DSM IP ASSETS B.V.
    Inventors: Werner Bonrath, Lioubov Kiwi-Minsker, Igor Iouranov
  • Publication number: 20140336407
    Abstract: A process of integrated system formed by coupling of fixed bed, jetting floating bed, and separating unit, aimed to provide a new process and equipment of higher efficiency, which integrates multi-type reactors and separation is provided. Reaction materials undergo preliminary reaction in fixed bed reactor and intensified reaction in jetting floating bed reactor, and then separation in the subsequent separation system. Unreacted materials will be returned to the raw material intermediate storage tank for mixing with fresh materials, as raw materials for continued reaction. During this process, materials first pass the fixed bed reactor once to achieve certain conversion rate, and then enter the jetting floating bed reactor for intensified reaction. When the product reaches required concentration, the materials will enter subsequent separation equipment for separation.
    Type: Application
    Filed: May 25, 2012
    Publication date: November 13, 2014
    Inventors: Zheng Zhou, Zhibing Zhang, Gaodong Yang, Xionghui Gong, Pingkeng Wu
  • Patent number: 8816136
    Abstract: Disclosed is a method for producing an alicyclic alcohol represented by general formula (III) which is useful as a starting material for a flavor mixture or the like at low cost in high yield. The alicyclic alcohol represented by general formula (III) is produced by preparing a cyclohexanecarbonyl compound represented by general formula (II) through the carbonylation of an unsaturated hydrocarbon represented by general formula (I) (preferably a compound obtained through the partial reduction of a diene compound) using carbon monoxide in the presence of HF, and thereafter reducing the cyclohexanecarbonyl compound. In formulae (I), (II), and (III), R1 represents an alkyl group having 1 to 4 carbon atoms, R2 represents an alkyl group having 1 to 4 carbon atoms, R3 represents an OH group, fluorine, or an OR4 group, and R4 represents an alkyl group having 1 to 4 carbon atoms.
    Type: Grant
    Filed: June 30, 2010
    Date of Patent: August 26, 2014
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Mitsuharu Kitamura, Shinji Kotachi, Shinya Nagasawa, Yoshiharu Ataka
  • Publication number: 20140011973
    Abstract: The invention discloses a compound having branching alkyl chains, the method for preparing the same and use thereof in photoelectric devices. By applying the branching alkyl chains as the solubilizing group to the preparation of organic conjugated molecules (for example, organic conjugated polymers), the number of methylenes between the resultant alky side chains and the backbone, i.e., m>1, which can effectively reduce the effect of the alkyl chains on the backbone ?-? stacking, thereby ensuring the solubility of the organic conjugated molecule while greatly increasing the mobility of their carriers. It is suitable for an organic semiconductor material in photoelectric devices such as organic solar cells, organic light emitting diodes and organic field effect transistors, etc.
    Type: Application
    Filed: July 5, 2013
    Publication date: January 9, 2014
    Inventors: Jian PEI, Ting LEI, Jinhu DOU
  • Publication number: 20130330554
    Abstract: Insulating paint, containing a resin that can form an insulating film by application and baking, and a reducing agent having a boiling point of 160° C. or higher.
    Type: Application
    Filed: August 15, 2013
    Publication date: December 12, 2013
    Applicants: Furukawa Magnet Wire Co., Ltd., Furukawa Electric Co., Ltd.
    Inventors: Makoto OYA, Makoto ONODERA, Keisuke IKEDA, Keiichi TOMIZAWA
  • Patent number: 8563785
    Abstract: A process for isomerizing olefinically unsaturated alcohols over supported noble metal catalysts with a support based on carbon in an oxygenous atmosphere.
    Type: Grant
    Filed: September 10, 2012
    Date of Patent: October 22, 2013
    Assignee: BASF SE
    Inventors: Michael Limbach, Joaquim Henrique Teles, Radwan Abdallah, Torsten Mäurer, Thorsten Johann, Manuel Danz
  • Patent number: 8530707
    Abstract: The present invention is directed to a catalyst comprising palladium on a porous Silica glass as carrier, as well as to the use of such catalyst for the selective hydrogenation of alkines to alkenes.
    Type: Grant
    Filed: August 20, 2009
    Date of Patent: September 10, 2013
    Assignee: DSM IP Assets B.V.
    Inventors: Werner Bonrath, Bernd Ondruschka, Christine Schmoeger, Achim Stolle
  • Patent number: 8507734
    Abstract: The present invention provides a process for purifying a monoterpene or sesquiterpene having a purity greater than about 98.5% (w/w). The process comprises the steps of derivatizing the monoterpene (or sesquiterpene) to produce a monoterpene (or sesquiterpene) derivative, separating the monoterpene (or sesquiterpene) derivative, and releasing the monoterpene (or sesquiterpene) from the derivative. Also encompassed by the scope of the present invention is a pharmaceutical composition comprising a monoterpene (or sesquiterpene) having a purity greater than about 98.5% (w/w). The purified monoterpene can be used to treat a disease such as cancer. The present monoterpene (or sesquiterpene) may be administered alone, or may be co-administered with radiation or other therapeutic agents, such as chemotherapeutic agents.
    Type: Grant
    Filed: March 3, 2011
    Date of Patent: August 13, 2013
    Assignee: Neonc Technologies Inc.
    Inventors: Thomas Chen, Daniel Levin, Satish Puppali
  • Publication number: 20130096209
    Abstract: The present invention provides edible compositions comprising a compound of the present invention, food products comprising such edible compositions and methods of preparing such food products. The present invention also provides methods of reducing the amount of NaCl in a food product, methods of reducing the sodium intake in a diet, and methods of reducing bitter taste in a food product.
    Type: Application
    Filed: April 15, 2011
    Publication date: April 18, 2013
    Applicants: Kraft Foods Global Brands LLC, Chromocell Corporation
    Inventors: David Hayashi, William P. Jones, Jane V. Leland, Peter H. Brown, Joseph Gunnet, Daniel Lavery, Louise Slade, Kambiz Shekdar, Jessica Langer
  • Publication number: 20130072724
    Abstract: A process for isolating at least one target compound, such as manool, geranyl linalool, ethyl guaiacol, eugenol, veratraldehyde, squalene, terpin, cholesterol, beta-sitosterol, campesterol, stigmasterol, stigmastenol and dehydroabietic acid, from biomass, the process including steps of: obtaining a condensate from a recovery evaporator, a reverse osmosis retentate of a condensate of a pulp and paper mill, or both, the condensate, retentate or both being substantially free of higher molecular weight (approximately >1000 Da) cellulose and/or lignin and/or lignin-derived material; optionally pH adjusting and filtering the condensate to collect insoluble material; extracting the condensate, the collected insoluble material, or both, with solid phase extraction (SPE), liquid-liquid extraction or solid-liquid extraction to produce an extract containing the at least one target compound; and optionally purifying the extract containing the at least one target compound by thermal fractionation, chromatographic separ
    Type: Application
    Filed: April 7, 2011
    Publication date: March 21, 2013
    Applicant: Her Majesty The Queen in the Right of Canada, as Represented by the Minister of Environment
    Inventors: Craig Brennan Milestone, Deborah L. MacLatchy, L. Mark Hewitt
  • Publication number: 20130006021
    Abstract: A process for isomerizing olefinically unsaturated alcohols over supported noble metal catalysts with a support based on carbon in an oxygenous atmosphere.
    Type: Application
    Filed: September 10, 2012
    Publication date: January 3, 2013
    Applicant: BASF SE
    Inventors: Michael Limbach, Joaquim Henrique Teles, Radwan Abdallah, Torsten Mäurer, Thorsten Johann, Manuel Danz
  • Patent number: 8263813
    Abstract: A process for isomerizing olefinically unsaturated alcohols over supported noble metal catalysts with a support based on carbon in an oxygenous atmosphere.
    Type: Grant
    Filed: February 27, 2009
    Date of Patent: September 11, 2012
    Assignee: BASF SE
    Inventors: Michael Limbach, Joaquim Henrique Teles, Radwan Abdallah, Torsten Mäurer, Thorsten Johann, Manuel Danz
  • Publication number: 20120093952
    Abstract: The present invention relates to the use of essential oil compounds as histomonastats. An example of a essential oil compound of the invention is cinnamaldehyde.
    Type: Application
    Filed: November 20, 2008
    Publication date: April 19, 2012
    Inventors: Marco Frehner, Riccardo Losa, Didier Archain
  • Patent number: 8105620
    Abstract: The insecticide comprises an insecticide particularly for killing bed bugs comprising nanospheres and primary ingredients of Organic Andirobia, Orange, Citronella, Organic Neem and Australian Myrtle oils. The insecticide can further comprise Isopropyl Alcohol as a carrier, Phenoxyethanol, Lavandox and Leucojum Aestivum Bulb Extract.
    Type: Grant
    Filed: September 23, 2009
    Date of Patent: January 31, 2012
    Inventors: Wesley L Williams, William Monroe Stephenson
  • Patent number: 8067631
    Abstract: To provide a method of rapid methylation of alkenes, which is applicable to the preparation of a PET tracer and which enables alkenes to be methylated through cross coupling between SP2 (alkenyl) and SP3 (alkyl) carbon atoms rapidly and in a high yield. Methyl iodide and an alkenyltrialkylstannane are subjected to cross coupling in an aprotic polar solvent in the presence of a palladium complex having a valence of 0, a phosphine ligand, a cuprous halide, and a carbonate and/or alkali metal fluoride.
    Type: Grant
    Filed: October 6, 2006
    Date of Patent: November 29, 2011
    Assignee: Gifu University
    Inventors: Masaaki Suzuki, Takamitsu Hosoya
  • Publication number: 20110237841
    Abstract: The present invention is directed to a catalyst comprising palladium on a porous Silica glass as carrier, as well as to the use of such catalyst for the selective hydrogenation of alkines to alkenes.
    Type: Application
    Filed: August 20, 2009
    Publication date: September 29, 2011
    Applicant: DSM IP ASSETS B.V.
    Inventors: Werner Bonrath, Bernd Ondruschka, Christine Schmoeger, Achim Stolle
  • Publication number: 20110144378
    Abstract: A catalytic reaction-rectification integrated process and a catalytic reaction-rectification integrated column (T-01), the specialized device of such process. The process comprises that the reactants are preheated and mixed with catalysts, and then fed into a jet agitation reaction section (6) located in the middle of the catalytic reaction-rectification integrated column (T-01) from a feeding inlet. The jet agitation reaction section (6) is a kettle-like reactor located in the middle of the catalytic reaction-rectification integrated column (T-01). After pressurized by a centrifugal pump (21), the reactant materials are admitted into a subsonic or transonic agitator (33) located within the reaction section (6). The reactant materials are ejected into the jet agitation reaction section (6) at high speed, to efficiently mix the solid and liquid phases in the reaction section (6) and to reinforce heat and mass transfer efficiency during the reaction.
    Type: Application
    Filed: November 20, 2008
    Publication date: June 16, 2011
    Applicant: NANJING UNIVERSITY
    Inventors: Zhibing Zhang, Zheng Zhou, Youting Wu, Min Shao
  • Patent number: 7928269
    Abstract: A process for separating at least one tertiary alcohol from at least one secondary alcohol from pine oil, the process comprising: reacting the pine oil comprising the at least one secondary alcohol and the at least one tertiary alcohol with at least one C3-C30 carboxylic acid ester, and at least one base, wherein the secondary alcohol is esterified to produce at least one secondary ester, with the proviso that the base is not a hydroxide; and separating the tertiary alcohol from the secondary ester.
    Type: Grant
    Filed: December 30, 2008
    Date of Patent: April 19, 2011
    Assignee: LyondellBasell Flavors and Fragrances, LLC
    Inventor: Mikhail Y. Lebedev
  • Publication number: 20110004032
    Abstract: A process for isomerizing olefinically unsaturated alcohols over supported noble metal catalysts with a support based on carbon in an oxygenous atmosphere.
    Type: Application
    Filed: February 27, 2009
    Publication date: January 6, 2011
    Applicant: BASF SE
    Inventors: Michael Limbach, Joaquim Henrique Teles, Radwan Abdallah, Torsten Mäurer, Thorsten Johann, Manuel Danz
  • Publication number: 20100196457
    Abstract: The invention relates to the area of the chemical-pharmaceutical industry and medicine, in particular, to an agent for treatment of dependence on ethyl alcohol and/or drugs, treatment of psychosomatic and neurological complications in such patients; to pharmaceutical compositions containing this agent; and to treatment methods for psychosomatic and neurological complications with this agent. The aim of the invention is to develop a new pharmaceutical agent with minimal side effects. The proposed therapeutic substance, for treatment of addiction to ethanol and/or drugs, for treatment of psychosomatic and neurological complications in such patients, which is presented by polyprenols of formula (1) Therapeutic composition for treatment of addiction to ethanol and/or drugs, for treatment of psychosomatic and neurological complications in patients is suggested, which includes an effective amount of polyprenols of formula (1) and pharmaceutically acceptable excipients, including carriers, and/or solvents.
    Type: Application
    Filed: May 14, 2008
    Publication date: August 5, 2010
    Inventors: Viktor Ivanovich Roschin, Vagif Sultanovich Sultanov
  • Patent number: 7649120
    Abstract: This invention relates to a method of extracting solanesol by microwave-assisted from potato stems and/or leaves. In particular, the invention provides a technique whereby the solanesol can be extracted effectively, in a relatively short period of time with respect to conventional extraction methods and allows for an enhanced extraction yield. The invention has bright perspectives in promoting local economic development and increasing farmers' income.
    Type: Grant
    Filed: February 18, 2009
    Date of Patent: January 19, 2010
    Assignee: Northwest Normal University
    Inventors: Ji Zhang, Xiaolong Xu, Tong Chen, Junyi Ma, Jian Yao, Junyu Liang, Yunpu Wang, Junlong Wang, Guoxue Liu
  • Patent number: 7589241
    Abstract: A process for separating at least one tertiary alcohol from at least one secondary alcohol from pine oil, the process comprising: reacting the pine oil comprising the at least one secondary alcohol and the at least one tertiary alcohol with at least one organic carbonate, and at least one base, wherein the secondary alcohol is esterified to produce at least one secondary ester; and separating the tertiary alcohol from the secondary ester.
    Type: Grant
    Filed: December 30, 2008
    Date of Patent: September 15, 2009
    Assignee: Millennium Specialty Chemicals, Inc.
    Inventor: Mikhail Y. Lebedev
  • Publication number: 20090209789
    Abstract: This invention relates to a method of extracting solanesol by microwave-assisted from potato stems and/or leaves. In particular, the invention provides a technique whereby the solanesol can be extracted effectively, in a relatively short period of time with respect to conventional extraction methods and allows for an enhanced extraction yield. The invention has bright perspectives in promoting local economic development and increasing farmers' income.
    Type: Application
    Filed: February 18, 2009
    Publication date: August 20, 2009
    Applicant: NORTHWEST NORMAL UNIVERSITY
    Inventors: Ji ZHANG, Xiaolong XU, Tong CHEN, Junyi MA, Jian YAO, Junyu LIANG, Yunpu WANG, Junlong WANG, Guoxue LIU
  • Patent number: 7176336
    Abstract: A process of preparing an unsaturated alcohol (olefin alcohol), such as, a homo-allylic mono-alcohol or homo-allylic polyol, involving protecting a hydroxy-substituted unsaturated fatty acid or fatty acid ester, such as methyl ricinoleate, derived from a seed oil, to form a hydroxy-protected unsaturated fatty acid or fatty acid ester; homo-metathesizing or cross-metathesizing the hydroxy-protected unsaturated fatty acid or fatty acid ester to produce a product mixture containing a hydroxy-protected unsaturated metathesis product; and deprotecting the hydroxy-protected unsaturated metathesis product under conditions sufficient to prepare the unsaturated alcohol. Preferably, methyl ricinoleate is converted by cross-metathesis or homo-metathesis into the homo-allylic mono-alcohol 1-decene-4-ol or the homo-allylic polyol 9-octadecene-7,12-diol, respectively.
    Type: Grant
    Filed: September 14, 2004
    Date of Patent: February 13, 2007
    Assignee: Dow Global Technologies Inc.
    Inventors: Bob R. Maughon, Kenneth A. Burdett, Zenon Lysenko
  • Patent number: 7153979
    Abstract: A triterpene derivative useful for the treatment of hepatic disorders is disclosed. This compound comprises as an active ingredient a triterpene derivative represented by the following formula (I) or a salt thereof: wherein R1 represents a hydroxyl group, arylmethyloxy, lower alkoxy, or lower alkanoyloxy, R2 represents lower alkyl, lower alkenyl, —CH2OR5, formyl, —COOR6, or —CH2N(R7)R8, or R1 and R2 may combine with each other to form —O—C(R9)R10—O—CH2—, R3 and R4, which may be the same or different, represent a hydrogen atom, a hydroxyl group, lower alkyl, lower alkenyl, aryl, hydroxymethyl, —N(R11)R12, formyl, —COOR6, or —OR13, or R3 and R4 may combine with each other to form oxo, hydroxyimino, or alkylidene and X represents O, CH2, or NH.
    Type: Grant
    Filed: February 24, 2003
    Date of Patent: December 26, 2006
    Assignee: Meiji Seika Kaisha, Ltd.
    Inventors: Kazue Sasaki, Nobuto Minowa, Shoji Nishiyama, Hiroyuki Kuzuhara
  • Patent number: 7132576
    Abstract: The present invention relates to a process for isomerizing reactant allyl alcohols of the formula (I) to product allyl alcohols of the general formula (II) where R1 to R5 are each hydrogen or a mono- or polyunsaturated or saturated C1–C12-alkyl radical, which can be substituted or unsubstituted, in both directions of the equilibrium, which comprises isomerizing in the presence of a dioxotungsten(VI) complex of the general formula (III), where L1, L2 are each independently a ligand selected from the group consisting of the aminoalcohols, the aminophenols and mixtures thereof, m, n are each 1 or 2, new dioxotungsten(VI) complexes, and also their use.
    Type: Grant
    Filed: December 4, 2002
    Date of Patent: November 7, 2006
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Haese, Klaus Ebel
  • Patent number: 7126033
    Abstract: The present invention relates to a process for isomerizing reactant allyl alcohols to product allyl alcohols in the presence of a catalyst, wherein the reactant allyl alcohol is rearranged to product allyl alcohol in semicontinuous or continuous mode in a catalyst-containing suitable reactor. In particular, the process according to the invention is used to prepare linalool from Geraniol and/or nerol.
    Type: Grant
    Filed: December 4, 2002
    Date of Patent: October 24, 2006
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Haese, Klaus Ebel, Kirsten Burkart, Signe Unverricht, Peter Münster
  • Patent number: 7005554
    Abstract: A process is described for selectively hydrogenating citronellal to citronellol in which a liquid phase, in which the citronellal is dissolved and particles of a catalyst are suspended which is capable of preferentially hydrogenating carbon-oxygen double bonds over carbon—carbon double bonds, is conducted through a device which inhibits the transport of the catalyst particles in the presence of a hydrogen-containing gas.
    Type: Grant
    Filed: July 14, 2003
    Date of Patent: February 28, 2006
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Georg Göbbel, Till Gerlach, Günter Wegner, Hartwig Fuchs, Signe Unverricht, Axel Salden
  • Patent number: 6916964
    Abstract: The present invention relates to a continuous process for the selective hydrogenation of olefinically unsaturated carbonyl compounds to give unsaturated alcohols in particular of citral to give a mixture of geraniol and nerol, in a reactor containing a liquid phase, in which at least one catalyst is suspended, and which can additionally contain a gas phase, wherein the liquid phase and, if present, the gas phase are passed through a device in the reactor having openings or channels.
    Type: Grant
    Filed: December 4, 2002
    Date of Patent: July 12, 2005
    Assignee: BASF AG
    Inventors: Hans-Georg Göbbel, Till Gerlach, Frank Funke, Klaus Ebel, Signe Unverricht, Gerd Kaibel
  • Patent number: 6894198
    Abstract: An alkali metal alkoxide or alkaline earth metal alkoxide in granular form.
    Type: Grant
    Filed: October 15, 2002
    Date of Patent: May 17, 2005
    Assignee: Degussa AG
    Inventors: Andreas Harthun, Christoph Theis, André Noppe, Josef Metz
  • Patent number: 6867323
    Abstract: Improved methods for generating a —C—C— bond by cross-coupling of a transferable group with an acceptor group. The transferable group is a substituent of an organosilicon nucleophile and the acceptor group is provided as an organic electrophile. The reaction is catalyzed by a Group 10 transition metal complex (e.g., Ni, Pt or Pd), particularly by a palladium complex. Certain methods of this invention use improved organosilicon nucleophiles which are readily prepared, can give high product yields and exhibit high stereoselectivity. Methods of this invention employ activating ions such as halides, hydroxide, hydride and silyloxides. In specific embodiments, organosilicon nucleophilic reagents of this invention include siloxanes, particularly cyclic siloxanes. The combination of the cross-coupling reactions of this invention with ring-closing metathesis, hydrosilylation and intramolecular hydrosilylation reactions provide useful synthetic strategies that have wide application.
    Type: Grant
    Filed: June 6, 2001
    Date of Patent: March 15, 2005
    Assignee: The Board of Trustees of the University of Illinois
    Inventors: Scott E. Denmark, Jun Young Choi, Daniel Wehrli, Zhicai Wu, Luc Neuville, Weitao Pan, Ramzi F. Sweis, Zhigang Wang, Shyh-Ming Yang
  • Patent number: 6828468
    Abstract: Higher &agr;,&bgr;-unsaturated alcohols are prepared by monoethynylation of a ketone by the NH3/KOH method, if desired hydrogenation of the acetylene alcohol in the presence of hydrogen over a Pd-containing thin layer catalyst, purifying distillation of the hydrogenation product, preferably in a dividing wall column with recirculation of the unreacted ketone to the ethynylation step, and, if desired, preparation of higher alcohols having in each case 5 more carbon atoms in the chain by reacting the alcohols prepared by monoethynylation and, if desired, partial hydrogenation with alkyl acetoacetates diketene in a Carroll reaction to form ketones and using these as starting materials for the steps ethynylation, optional hydrogenation and fractional distillation.
    Type: Grant
    Filed: May 6, 2002
    Date of Patent: December 7, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Andreas Ansmann, Jochem Henkelmann, Alois Kindler, Heinz Etzrodt, Carsten Oost, Susanne Stutz, Christian Tragut, Bernhard Bockstiegel, Klaus Reimer, Manfred Stroezel, Walter Dobler
  • Patent number: 6759561
    Abstract: The present invention relates to a process for the preparation of tetrahydrogeraniol, wherein the product mixtures and distillation residues from linalool, citronellal, citronellol or geraniol/nerol synthesis are fed directly to catalytic hydrogenation.
    Type: Grant
    Filed: December 4, 2002
    Date of Patent: July 6, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Funke, Till Gerlach, Klaus Ebel, Signe Unverricht, Frank Haese, Kirsten Burkart, Hans-Georg Göbbel
  • Patent number: 6743956
    Abstract: The present invention relates to a process for selective liquid phase hydrogenation of carbonyl compounds of the general formula I, where R1 and R2 are identical or different and are each independently hydrogen or a saturated or a mono- or polyunsaturated straight-chain or branched, optionally substituted C1-C20-alkyl radical, an optionally substituted aryl radical or an optionally substituted heterocyclic group, to give the corresponding alcohols of the general formula II where R1 and R2 are each as defined above, in the presence of hydrogen and a Pt/ZnO catalyst.
    Type: Grant
    Filed: December 4, 2002
    Date of Patent: June 1, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Mathias Haake, Till Gerlach, Frank Funke
  • Patent number: 6600062
    Abstract: The present invention provides a method for enantioselectively producing a nonracemic 6,7-dihydroxy geranyloxy compound from a geranyloxy compound. In particular, methods of the present invention involve enantioselectively epoxidizing the geranyloxy compound and hydrolyzing the epoxide moiety under conditions sufficient to produce the nonracemic 6,7-dihydroxy geranyloxy compound.
    Type: Grant
    Filed: December 20, 2001
    Date of Patent: July 29, 2003
    Assignees: DSM Catalytica Pharmaceuticals, Inc., Colorado State University Research Foundation
    Inventors: Robert Seemayer, Yian Shi
  • Patent number: 6566564
    Abstract: Process for the isomerization of precursor allyl alcohols to product allyl alcohols in the presence of tungsten oxo(VI) complexes comprising additional nitrogen-containing ligands at temperatures of from 50 to 300° C., wherein, in the catalyst, as well as the nitrogen bases known as additional nitrogen-containing ligands, or instead of these nitrogen bases, aminoalcohols such as triethanolamine, diethanolamine, monoethanolamine, tripropanolamine, dipropanolamine, 3-amino-1-propanol, 1-amino-2-propanol, 2-amino-1-propanol, butyldiethanolamine, methyldiisopropanolamine, N,N′-bis(2-hydroxybenzyl)-1,2-diaminoethane or N-(2-hydroxybenzyl)amine are present as additional nitrogen-containing ligands. The process is particularly suitable for the preparation of tertiary product allyl alcohols, such as linalool, by isomerizing primary or secondary allyl alcohols, such as geraniol and nerol.
    Type: Grant
    Filed: May 23, 2002
    Date of Patent: May 20, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Ebel, Frank Stock
  • Patent number: 6489522
    Abstract: Provided is citronellol, which has an elegant rosy fragrance and is extremely useful for fragrance impartation to aromatic articles. A mixture of an alkylamine and isoprene in a molar ratio of from 1:4 to 1:4.5 is subjected to telomerization at 80 to 100° C. for 2.5 to 3.5 hours in the presence of an alkyllithium catalyst and/or phenyllithium catalyst to obtain a nerylamine compound containing 2 to 10 wt % &agr;-nerylamine compound represented by general formula (4). From this nerylamine compound, citronellol containing 2 to 10 wt % optically active 3,7-dimethyl-7-octenol is produced through the reaction steps of asymmetric isomerization, hydrolysis, and hydrogenation.
    Type: Grant
    Filed: April 6, 2001
    Date of Patent: December 3, 2002
    Assignee: Takasago International Corporation
    Inventors: Shinya Yamada, Yoshiki Okeda, Yoji Hori, Toshimitsu Hagiwara
  • Patent number: 6486353
    Abstract: Cis-3,7-dimethyl-2,7-octadienylamine containing from 2 to 10% by weight cis-3,7-dimethyl-2,7-octadienylamine is prepared by subjecting a mixture of an alkylamine and isoprene in a molar ratio of 1:4 to 1:4.5 to telomerization at 80 to 100° C. for from 2.5 to 3.5 hours in the presence of an alkyllithium catalyst and/or phenyllithium catalyst.
    Type: Grant
    Filed: March 18, 2002
    Date of Patent: November 26, 2002
    Assignee: Takasago International Corporation
    Inventors: Shinya Yamada, Yoshiki Okeda, Yoji Hori, Toshimitsu Hagiwara
  • Patent number: 6319958
    Abstract: A method of promoting the uptake of exogenous antimicrobial compounds by microbial cells is disclosed. In one embodiment, the method comprises the step of exposing the microbial cell to an amount of at least one sesquiterpenoid effective to enhance antimicrobial compound uptake in a microorganism and an antimicrobial compound. An antimicrobial composition comprising at least one sesquiterpenoid and an antimicrobial compound, the sesquiterpenoid being present in a concentration of between 0.1 mM and 50 mM, is also disclosed.
    Type: Grant
    Filed: June 22, 1998
    Date of Patent: November 20, 2001
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Eric A. Johnson, Byron F. Brehm-Stecher
  • Patent number: 6278031
    Abstract: The fixed-bed catalyst comprises palladium and selenium or tellurium or a mixture of selenium and tellurium on a silicon dioxide support and has a BET surface area of from 80 to 380 m2/g and a pore volume of from 0.6 to 0.95 cm3/g in the pore diameter range from 3 nm to 300 &mgr;m, with from 80 to 95% of the pore volume being in the pore diameter range from 10 to 100 nm. It is prepared by impregnating a silicon dioxide support with a solution of a palladium compound and a selenium compound or tellurium compound or a mixture of a selenium compound and a tellurium compound, drying it and reducing it in the presence of hydrogen. The catalyst is used, in particular, for isomerizing 3-buten-1-ol compounds.
    Type: Grant
    Filed: January 16, 2001
    Date of Patent: August 21, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Josef Bröcker, Werner Aquila, Klemens Flick, Gerd Kaibel, Ernst Langguth
  • Patent number: 6204417
    Abstract: In a process for preparing aliphatic alcohols by hydrogenating aliphatic carboxylic acids or anhydrides or esters thereof or lactones in the presence of a catalyst comprising Pt and Re, in the form of the metal or an oxide in each case, the catalyst further comprises at least one further element from the groups 5 to 12 and 14 and the lanthanides of the Periodic Table of the Elements in the form of the metal or an oxide.
    Type: Grant
    Filed: November 15, 1999
    Date of Patent: March 20, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Rolf Pinkos, Joachim Wulff-Döring
  • Patent number: 6201018
    Abstract: A triterpene derivative useful for the treatment of hepatic disorders is disclosed. This compound comprises as an active ingredient a triterpene derivative represented by the following formula (IV) or a salt thereof: Y represents a single bond to form a double bond in the ring with Y bonded thereto.
    Type: Grant
    Filed: August 26, 1998
    Date of Patent: March 13, 2001
    Assignee: Meiji Seika Kaisha, Ltd.
    Inventors: Kazue Sasaki, Nobuto Minowa, Shoji Nishiyama, Hiroyuki Kuzuhara
  • Patent number: 6111131
    Abstract: A .beta.,.gamma.-dihydropolyprenyl alcohol derivative having the formula: ##STR1## wherein n is an integer of 5 to 7 and R is hydrogen, a lower alkyl group or an aliphatic or aromatic acyl group, is new and useful as a prophylactic therapeutic agent for human and animal immuno-deficiency deseases and phylactic agent against human and animal infectious deseases. Another disclosed polyprenyl compound is also useful as the same agent.
    Type: Grant
    Filed: January 11, 1996
    Date of Patent: August 29, 2000
    Assignee: Eisai Co., Ltd.
    Inventors: Masaichi Yamamoto, Seiichi Araki, Hiroshi Yamamoto, Isao Yamatsu, Takeshi Suzuki, Akiharu Kajiwara, Yoshikazu Suzuki, Haruyoshi Arai
  • Patent number: 5981811
    Abstract: A process for the preparation of a polyprenol represented by formula (1): ##STR1## where Y and Z individually represent a hydrogen atom or are coupled together to form a carbon-carbon bond; R represents a hydrogen atom or a protective group for a hydroxyl group, and n is 0 or an integer not less than 1, by reacting an organic complex of an alkali metal with a compound represented by formula (2): ##STR2## where either V represents a halogen atom, while W and X are coupled together to form a carbon-carbon bond, or X represents a halogen atom, while V and W are coupled together to form a carbon-carbon bond; A represents a protective group for a hydroxyl group, and Y, Z and n are as defined above.
    Type: Grant
    Filed: April 27, 1998
    Date of Patent: November 9, 1999
    Assignee: Kuraray Co., Ltd.
    Inventors: Katuji Ujita, Koichi Kanehira, Yoshin Tamai
  • Patent number: 5888923
    Abstract: The present invention relates to a modified Raney nickel catalyst which can serves as hydrogenation catalyst for hydroxy aldehydes, such as 4-hydroxy-butanal, and 2-methyl-3-hydroxypropanal and hydroxy cyclic ethers such as 2-hydroxy-tetrahydrofuran. Further, a process for preparing diols by using the modified Raney nickel catalyst is provided.
    Type: Grant
    Filed: April 15, 1996
    Date of Patent: March 30, 1999
    Assignee: Dairen Chemical Corporation
    Inventors: Shien Chang Chen, C. C. Chu, F. S. Lin, J. Y. Chou, C. C. Huang
  • Patent number: 5874649
    Abstract: The object of the present invention resides in efficiently providing unsaturated alcohol from an .alpha.,.beta.-unsaturated aldehyde.The present invention provides a process for preparing unsaturated alcohol by selectively reducing the aldehyde group of an .alpha.,.beta.-unsaturated aldehyde in the presence of a primary or a secondary alcohol having 2 to 8 carbon atoms using an aluminum alcoholate to produce an unsaturated alcohol such as compounds represented by the formula (III). ##STR1## (wherein R represents an alkyl group having 1 to 3 carbon atoms) wherein the reaction is carried out with addition of a protonic acid.
    Type: Grant
    Filed: November 5, 1997
    Date of Patent: February 23, 1999
    Assignee: Kao Corporation
    Inventors: Shigeyoshi Tanaka, Shinji Kotachi, Junji Koshino, Junko Yamamoto
  • Patent number: 5714645
    Abstract: An all trans-form polyprenol is obtained by;(A) subjecting a 3,7-dimethyl-6-hydroxy-7-octen-1-ol derivative to five-carbon lengthening reaction m-times which comprises reacting with 2-methyl-3,3-dimethoxy-1-butene and reducing the carbonyl group of the resulting compound, to obtain an allyl alcohol derivative;(B) halogenating the hydroxyl group of the allyl alcohol derivative to convert it to form an allyl halide derivative;(C) allowing the allyl halide derivative to react with a polyisoprenyl sulfone derivative to form a sulfonated polyprenol derivative; and(D) subjecting the sulfonated polyprenol derivative to desulfonylation to obtain the all trans-form polyprenol.
    Type: Grant
    Filed: October 29, 1996
    Date of Patent: February 3, 1998
    Assignee: Kuraray Co., Ltd.
    Inventors: Goro Asanuma, Yoshin Tamai, Koichi Kanehira
  • Patent number: 5600015
    Abstract: There is described a process for the manufacture of isoprene derivatives of the general formula ##STR1## wherein the asymmetric centres can each individually have the (R)- or (S)-configuration, R represents a residue of the formulae ##STR2## R.sup.1 signifies lower alkyl or both R.sup.1 's together signify ethylene or propylene and n stands for the number 0, 1 or 2,in which a compound, which is present in the (E)- or (Z)-form, of the general formula ##STR3## wherein R, n and an optionally present asymmetric centre have the above significance,is asymmetrically hydrogenated with a ruthenium complex of an optically active atropisomeric diphosphine.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: February 4, 1997
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Emil A. Broger, Robert K. M uller