Acetylenically Unsaturated Patents (Class 568/855)
  • Patent number: 9511306
    Abstract: A dividing wall distillation column for producing high-purity 2-ethyl hexanol including a condenser, a reboiler and a main column having a dividing wall. The main column is divided into a column-top zone, an upper feed zone, an upper outflow zone, a lower feed zone, a lower outflow zone and a column-bottom zone. A crude 2-ethyl hexanol raw material (F) flows in a middle inflow plate NR1 in which the upper feed zone and the lower feed zone come in contact with each other, a low boiling point component (D) flows out from the column-top zone, a high boiling point component (B) flows out from the column-bottom zone, and a middle boiling point component (S) flows out through a middle outflow plate NR2 in which the upper outflow zone and the lower outflow zone come in contact with each other, where the middle boiling point component is 2-ethyl hexanol.
    Type: Grant
    Filed: July 16, 2013
    Date of Patent: December 6, 2016
    Assignee: LG Chem, Ltd.
    Inventors: Sung Kyu Lee, Jong Ku Lee, Joon Ho Shin
  • Patent number: 9174201
    Abstract: Process for the continuous preparation of an amine by reaction of a primary or secondary alcohol, aldehyde and/or ketone with hydrogen and a nitrogen compound selected from the group consisting of ammonia, primary and secondary amines at a temperature in the range from 60 to 300° C. in the presence of a catalyst comprising copper oxide and aluminum oxide, wherein the reaction takes place in the gas phase and the catalytically active composition of the catalyst before reduction with hydrogen comprises from 20 to 75% by weight of aluminum oxide (Al2O3), from 20 to 75% by weight of oxygen-comprising compounds of copper, calculated as CuO, from 0 to 2% by weight of oxygen-comprising compounds of sodium, calculated as Na2O, and less than 5% by weight of oxygen-comprising compounds of nickel, calculated as NiO, and the shaped catalyst body has a pellet shape having a diameter in the range from 1 to 4 mm and a height in the range from 1 to 4 mm.
    Type: Grant
    Filed: September 9, 2009
    Date of Patent: November 3, 2015
    Assignee: BASF SE
    Inventors: Martin Ernst, Bernd Stein, Steffen Maas, Jörg Pastre, Thorsten Johann, Johann-Peter Melder
  • Patent number: 9006129
    Abstract: A novel catalyst useful in the ethynylation of formaldehyde to butynediol is formed by precipitating copper and bismuth from a salt solution of such metals, utilizing an alkali metal hydroxide as the precipitating agent to deposit copper and bismuth hydroxide as a coating around a siliceous carrier particle.
    Type: Grant
    Filed: March 11, 2014
    Date of Patent: April 14, 2015
    Assignee: BASF Corporation
    Inventors: Rostam Madon, Peter Nagel, Scott Hedrick, Deepak Thakur
  • Patent number: 8937186
    Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of acids from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of acids in the hydrocarbon stream by use of adsorbents or basic solutions.
    Type: Grant
    Filed: July 25, 2013
    Date of Patent: January 20, 2015
  • Patent number: 8859615
    Abstract: The present invention provides compounds of Formula (I), compositions comprising an effective amount of a compound of Formula (I), optionally with chemotherapeutic drugs such as a tubulin-binding drug, and methods of their use for reducing the toxicity of cytotoxic agents, treating or preventing cancer or a neuropathic disorder, inducing a chemoprotective phase II enzyme, DNA, or protein synthesis, enhancing the immune system, treating inflammation, improving and enhancing general health or well-being, and methods for making compounds of Formula (I).
    Type: Grant
    Filed: August 27, 2009
    Date of Patent: October 14, 2014
    Inventors: Samuel J. Danishefsky, Ting-Chao Chou, Xiaoguang Lei, Heedong Yun, Fay Ng, John Hartung, Dalibor Sames
  • Publication number: 20140058094
    Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of heavy hydrocarbon compounds including C2+ hydrocarbons from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level heavy hydrocarbons in the hydrocarbon stream by use of adsorbents, physical separators or cryogenic separation.
    Type: Application
    Filed: July 25, 2013
    Publication date: February 27, 2014
  • Publication number: 20140058095
    Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of water, carbon dioxide and other condensable contaminants in the hydrocarbon stream by use of a fluid separation assembly such as a supersonic inertia separator. In addition, one or more adsorbent beds may be used to remove remaining trace amounts of condensable contaminants. The fluid separation assembly has a cyclonic fluid separator with a tubular throat portion arranged between a converging fluid inlet section and a diverging fluid outlet section and a swirl creating device.
    Type: Application
    Filed: July 29, 2013
    Publication date: February 27, 2014
  • Publication number: 20140058084
    Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of mercury from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of mercury and mercury containing compounds in the hydrocarbon stream.
    Type: Application
    Filed: July 15, 2013
    Publication date: February 27, 2014
  • Publication number: 20140058118
    Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of acids from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of acids in the hydrocarbon stream by use of adsorbents or basic solutions.
    Type: Application
    Filed: July 25, 2013
    Publication date: February 27, 2014
  • Publication number: 20140058093
    Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of solids from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of inorganic and organic solids in the hydrocarbon stream by use of adsorbent beds, filters, cyclone or gravity separators.
    Type: Application
    Filed: July 25, 2013
    Publication date: February 27, 2014
  • Publication number: 20140058096
    Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of heavy metals from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of heavy metals in the hydrocarbon stream.
    Type: Application
    Filed: August 15, 2013
    Publication date: February 27, 2014
  • Publication number: 20140058083
    Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of organic oxygenates from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of organic oxygenates in the hydrocarbon stream.
    Type: Application
    Filed: July 15, 2013
    Publication date: February 27, 2014
  • Publication number: 20110312904
    Abstract: The present invention provides compounds of Formula (I), compositions comprising an effective amount of a compound of Formula (I), optionally with chemotherapeutic drugs such as a tubulin-binding drug, and methods of their use for reducing the toxicity of cytotoxic agents, treating or preventing cancer or a neuropathic disorder, inducing a chemoprotective phase II enzyme, DNA, or protein synthesis, enhancing the immune system, treating inflammation, improving and enhancing general health or well-being, and methods for making compounds of Formula (I).
    Type: Application
    Filed: August 27, 2009
    Publication date: December 22, 2011
    Applicants: SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH, TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK
    Inventors: Samuel J. Danishefsky, Ting-Chao Chou, Xiaoguang Lei, Heedong Yun, Fay Ng, John Hartung, Dalibor Sames
  • Publication number: 20110095223
    Abstract: A hydrophilizing agent for a hydrophobic porous membrane, wherein the agent contains a surfactant, and the surfactant has a frothability such that the bubble height immediately after frothing, as measured according to the Ross-Miles method (JIS K 3362), using a 0.1 wt % aqueous solution of the surfactant at 25° C., is 40 mm or less, and preferably has a frothability such that the bubble height five minutes after frothing is 20 mm or less; a method for hydrophilizing a hydrophobic porous membrane using this hydrophilizing agent; and a method for testing and hydrophilizing a membrane module using this hydrophilizing agent.
    Type: Application
    Filed: December 30, 2010
    Publication date: April 28, 2011
    Applicant: Mitsubishi Rayon Co., Ltd.
    Inventors: Noritaka SHIBATA, Makoto IDEGUCHI, Wataru FUJII
  • Publication number: 20110004028
    Abstract: Disclosed are: an advantageous production process for a carotenoid intermediate; and others. Specifically disclosed are: a process for producing a dialcohol represented by formula (1), which is characterized by reacting a Grignard reagent with an acetylene gas in an organic solvent at a temperature of 30° C. or higher to prepare an ethynyl magnesium halide and subsequently reacting the ethynyl magnesium halide with methacrolein; a process for producing an allylhalide compound represented by formula (3) [wherein X represents a halogen atom: and the wavy line means the compound is either of E/Z geometric isomers or a mixture thereof], which is characterized by reducing a dialcohol represented by formula (1) with hydrogen to produce a triene alcohol represented by formula (2) [wherein the wavy line is as defined above] and halogenating the triene alcohol; and an allylchloride compound represented by formula (4) [wherein the wavy line is as defined above].
    Type: Application
    Filed: March 2, 2009
    Publication date: January 6, 2011
    Inventor: Toshiya Takahashi
  • Publication number: 20090114125
    Abstract: A liquid composition for preventing bubble adhesion, containing a diacetylene tetraol compound expressed by the following General Formula (1): (where R1 and R2 are each independently a C1 to C3 alkyl group, —O-Et- is an oxyethylene group, and k, l, m, and n are each an integer from 0 to 2).
    Type: Application
    Filed: November 6, 2008
    Publication date: May 7, 2009
    Applicant: Seiko Epson Corporation
    Inventors: Akihito Sao, Kazuhiko Kitamura, Yasunori Koike
  • Publication number: 20090023889
    Abstract: An object of the invention is to provide a process for producing an ether (co)polymer in which molecular weight control is easy and post treatment of the reaction liquid after polymerization (solvent recovery, etc.) is easy; a chain transfer agent to be used in the production process; and an ether (co) polymer obtained according to the production process. The process for producing an ether (co) polymer of the invention is characterized in that an ether monomer is polymerized in a solvent, in the presence of a catalyst comprising a condensate of an organotin compound and an alkyl phosphate, and a chain transfer agent comprising, as the major ingredient thereof, an aliphatic polyalcohol of the following general formula (I), thereby producing an ether (co)polymer. Cx(OH)yHz. In the formula, X indicates an integer of from 2 to 8; Y indicates an integer of from 2 to (2X+2); Z indicates an integer of 2X+2?Y; and the hydroxyl groups are bonded at any positions.
    Type: Application
    Filed: June 1, 2006
    Publication date: January 22, 2009
    Applicant: DAISCO CO., LTD.
    Inventors: Kozo Misumi, Yutaka Shiomi, Shigeru Shoji, Yasushi Hamura
  • Patent number: 7456325
    Abstract: A process for performing, a coupling reaction between acetaldehyde and a terminal alkyne to yield a hydroxyalkyne is described comprising the steps of; (i) reacting without solvent, a terminal alkyne with a Lewis acidic metal salt in the presence of a alkanolamine ligand and a cyclic amine base to form a metal-alkyne complex, and (ii) adding a solution of acetaldehyde to the metal-alkyne complex.
    Type: Grant
    Filed: April 15, 2004
    Date of Patent: November 25, 2008
    Assignee: Johnson Matthey PLC
    Inventor: Beatriz Dominguez
  • Patent number: 7411098
    Abstract: The present invention relates to a process for preparing tetrahydrogeranylacetone (tetrahydropseudoionone) by aldol condensation of citral with acetone and subsequent hydrogenation. The invention further relates to the use of thus obtained tetrahydro-geranylacetone for preparing phytol, isophytol, tocopherol and/or tocopherol derivatives. In addition, the invention relates to processes for preparing tocopherols and/or tocopherol derivatives.
    Type: Grant
    Filed: December 10, 2004
    Date of Patent: August 12, 2008
    Assignee: BASF SE
    Inventors: Walter Dobler, Nicolaus Bahr, Alois Kindler, Christian Miller, Axel Salden
  • Patent number: 7232933
    Abstract: A process for the preparation of diols by a Lewis acid-catalysed aldehyde addition reaction on hydroxyalkynes followed by hydrogenation is described. The process provides a wide range of diols from simple, readily available starting materials. In particular the process is suitable for preparing chiral 1,4-diols suitable for the preparation of chiral phospholane ligands for use in asymmetric catalysis.
    Type: Grant
    Filed: April 29, 2002
    Date of Patent: June 19, 2007
    Assignee: Johnson Matthey PLC
    Inventors: Brian Michael Adger, Erick Moran Carreira
  • Patent number: 6956141
    Abstract: A process for preparing at least one unsaturated alcohol (B) comprises the steps (I) to (III) below: (I) reaction of at least one alkali metal hydroxide or alkaline earth metal hydroxide with at least one alcohol (A) in at least one organic solvent (L) to give a mixture (G-I) comprising at least the alcohol (A), the solvent (L) and an alkoxide (AL); (II) reaction of at least one carbonyl compound of the formula R—CO—R? with at least one alkyne of the formula R?—C?C—H and the mixture (G-I) obtained in step (I) to give a mixture (G-II) comprising at least the alcohol (A), the solvent (L) and an unsaturated alcohol (B); (III) distillation of the mixture (G-II) obtained in step (II) to give the alcohol or alcohols (B) and a mixture (G-III) comprising the solvent (L) and the alcohol (A), wherein the solvent (L) obtained in step (III) and the alcohol (A) obtained in step (III) are recycled as a mixture to step (I).
    Type: Grant
    Filed: February 22, 2000
    Date of Patent: October 18, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Melanie Maas-Brunner, Jochem Henkelmann, Gerd Kaibel, Alois Kindler, Christian Knoll, Harald Rust, Christian Tragut, Manfred Stroezel, Udo Rheude, Rudolf Erich Lorenz, Juan Aiscar
  • Patent number: 6710213
    Abstract: Processes are provided for producing propargyl alcohol in an industrially advantageous manner. One of the processes comprises reaction of 1,2,3-trichloropropane with 3 equivalents or more of an alkali compound to produce propargyl alcohol. The other process comprises (1) a first step of reaction of 2,3-dichloro-1-propanol with an amine to produce chloroallyl alcohol, and (2) a second step of reaction of the chloroallyl alcohol obtained in the above step (1) with an alkali compound to produce propargyl alcohol.
    Type: Grant
    Filed: April 2, 2001
    Date of Patent: March 23, 2004
    Assignee: Showa Denko K.K.
    Inventors: Takanori Aoki, Takami Ohe, Haruki Ishikami, Makoto Saito, Toshitaka Hiro
  • Publication number: 20040053172
    Abstract: Process solutions comprising one or more acetylenic diol type surfactants are used to improve the wettability of a substrate surface by lowering the contact angle of the aqueous developer solution are enclosed herein. In one embodiment, the process solution is used to prepare the surface of the substrate prior to the development of the resist coating layer.
    Type: Application
    Filed: August 4, 2003
    Publication date: March 18, 2004
    Inventors: Peng Zhang, Danielle Megan King Curzi, Eugene Joseph Karwacki, Leslie Cox Barber
  • Patent number: 6641986
    Abstract: Aqueous solutions comprising one or more acetylenic diol type surfactants are used to improve the wettability of a substrate surface by lowering the contact angle of the aqueous developer solution are enclosed herein. In one embodiment, the aqueous solution is used to prepare the surface of the substrate prior to development of the resist coating layer.
    Type: Grant
    Filed: August 12, 2002
    Date of Patent: November 4, 2003
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Peng Zhang, Danielle Megan King, Eugene Joseph Karwacki, Leslie Cox Barber
  • Patent number: 6586644
    Abstract: A process for producing an optically active propargyl alcohol represented by the following formula (4): wherein R1 is an alkyl group, a cycloalkyl group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an alkylsilyl group, an aromatic hydrocarbon group, a C2-C10 heterocyclic group having 1-3 heteroatoms or a C1-C10 alkyl group having 1-3 heteroatoms, and R2 is an alkyl group, a cycloalkyl group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an alkylsilyl group, an aromatic hydrocarbon group, a C2-C10 heterocyclic group having 1-3 heteroatoms or a C1-C10 alkyl group having 1-3 heteroatoms, which comprises allowing an aldehyde compound represented by the following formula (1): R1—CHO  (1) to react with an alkyne compound represented by the following formula (2): HC≡C—R2  (2) in the presence of an optically active aminoalcohol and a tertiary amine and a zinc halogenated lower alkane sulfonate in an amount of less than equivalent mo
    Type: Grant
    Filed: September 3, 2002
    Date of Patent: July 1, 2003
    Assignees: Sumika Fine Chemicals Company, Limited
    Inventor: Erick M. Carreira
  • Publication number: 20030114718
    Abstract: The present invention provides a process, which includes:
    Type: Application
    Filed: December 14, 2001
    Publication date: June 19, 2003
    Applicant: OXENO OLEFINCHEMIE GMBH
    Inventors: Cord Knoop, Bernhard Scholz, Alfred Kaizik, Dietmar Gubisch, Joachim Schuler, Walter Totsch, Wilfried Buschken
  • Publication number: 20030018221
    Abstract: The present invention provides a process for producing an acetylenediol continuously by reacting a ketone with acetylene in the presence of an alkali catalyst, which process comprises continuously feeding, into a first-stage reactor, a reaction solvent, an alkali catalyst, a ketone and acetylene to give rise to a reaction, continuously introducing the reaction mixture into a second-stage reactor, and continuously feeding a fresh portion of the same ketone into the second-stage reactor to give rise to a reaction.
    Type: Application
    Filed: June 12, 2002
    Publication date: January 23, 2003
    Inventors: Hideki Omori, Goro Sawada, Hideo Fukuda, Kazuhiro Imanishi, Tomohiko Sato
  • Patent number: 6506946
    Abstract: The present invention provides a process for producing an acetylenediol continuously by reacting a ketone with acetylene in the presence of an alkali catalyst, which process comprises continuously feeding, into a first-stage reactor, a reaction solvent, an alkali catalyst, a ketone and acetylene to give rise to a reaction, continuously introducing the reaction mixture into a second-stage reactor, and continuously feeding a fresh portion of the same ketone into the second-stage reactor to give rise to a reaction.
    Type: Grant
    Filed: June 12, 2002
    Date of Patent: January 14, 2003
    Assignee: Maruzen Petrochemical Co., Ltd.
    Inventors: Hideki Omori, Goro Sawada, Hideo Fukuda, Kazuhiro Imanishi, Tomohiko Sato
  • Patent number: 6462207
    Abstract: A series of polyethylene glycol derivatives possessing a diene moiety has been prepared and characterized. The reactivities of these derivatives in various Diels-Alder reactions have been demonstrated. The potential derivatives, which can be made by various Diels-Alder reactions, are expected to be useful in biotechnical applications.
    Type: Grant
    Filed: September 14, 2000
    Date of Patent: October 8, 2002
    Assignee: Southwest Missouri State University
    Inventor: Reza Sedaghat-Herati
  • Publication number: 20020091289
    Abstract: A hydrogenation catalyst of the general formula AB(y)C(z) wherein A is a support comprising of a salt of a Group II A metal or zeolite, B is a noble metal selected from Pt or Pd, y=0.2 to 10%, C is nickel and z=0 to 15.0%, with the proviso that when B is Pt, z=0.
    Type: Application
    Filed: August 28, 2001
    Publication date: July 11, 2002
    Applicant: COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH
    Inventors: Raghunath Vitthal Chaudhari, Chandrashekhar Vasant Rode, Rengaswamy Jaganathan, Manisha Madhukar Telkar, Vilas Hari Rane
  • Patent number: 6369282
    Abstract: The process for preparing alkynediols of the formula (I) R1R2C(OH)—C≡C—C(OH)R1R2  (I) where R1, R2 are each independently H, or a C1-20-hydrocarbon radical which may be substituted by one or more C1-6-alkyls and/or be interrupted by nonadjacent heteroatoms and/or contain C—C double or triple bonds, by reacting compounds of the formula (II) R1—C(═O)—R2  (II) with acetylene in a polar aprotic solvent is carried out in the presence of basic alkali metal salts as catalysts.
    Type: Grant
    Filed: May 24, 2000
    Date of Patent: April 9, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Alois Kindler, Thomas Preiss, Jochem Henkelmann
  • Patent number: 6350714
    Abstract: The present invention relates to a process for preparing a catalyst by activating a catalytic composition which comprises a) at least one metal of group IB or IIB or a compound thereof, b) where appropriate a carrier which comprises treating the composition with an alkyne of the general formula I R1—C≡C—R2  (I) in which R1 is alkyl, cycloalkyl, aryl, hydroxyalkyl, haloalkyl, alkoxy or alkoxyalkyl, R2 is a hydrogen atom, alkyl, cycloalkyl or aryl, and a carbonyl compound of the general formula II in which R3 and R4 are, independently of one another, a hydrogen atom, alkyl, haloalkyl, cycloalkyl or aryl, to catalysts obtainable by this process, and to alkynylations and aminoalkylations employing these catalysts.
    Type: Grant
    Filed: May 31, 2000
    Date of Patent: February 26, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Arnd Böttcher, Jochem Henkelmann, Thomas Preiss, Melanie Brunner
  • Patent number: 6297407
    Abstract: The invention relates to a method for producing alkyne diols by reacting ketones with acetylenic hydrocarbons in an organic solvent in the presence of a base which contains potassium alcoholates of primary and/or secondary alcohols. The alkyne diols are produced while forming adducts which precipitate out of the reaction mixture and which are comprised of alkyne monoalcohols and/or alkyne diols and a base. The stoichiometries of the reaction partners are selected such that gelatinous adducts are formed which comprise a spherical surface, whereby the reaction mixture remains agitable during the entire reaction.
    Type: Grant
    Filed: January 24, 2001
    Date of Patent: October 2, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Alois Kindler, Melanie Brunner, Christian Tragut, Jochem Henkelmann
  • Patent number: 6147266
    Abstract: There is disclosed a method for producing acetylene alcohol compounds in a continuous process, which are produced via ethynylation in which ketones containing a group --CH.sub.2 COCH.sub.2 --, are condensed with acetylenes at a temperature of about 20 to 50.degree. C. under a pressure of about 10 to 30 kg/cm.sup.2 in the presence of a quaternary ammonium hydroxide anion exchange resin having strong basicity in an aprotic solvent by feeding a reactant mixture at an LHSV range of 0.1 to 5.0 and the reactant mixture comprises the acetylene, the ketone and the solvent at a molar ratio of 1.0:0.2-3.0:1.0-4.0.
    Type: Grant
    Filed: December 24, 1998
    Date of Patent: November 14, 2000
    Assignee: SK Corporation
    Inventors: Si-Joon Lee, Chang-Kuk Kim, Young-Gyun Jung, Young-Sun Kang, Taik-Keun Kim
  • Patent number: 6140545
    Abstract: In a process for preparing alcohols by gas phase hydrogenation of carboxylic acids or esters thereof at elevated temperature and elevated pressure in the presence of catalysts consisting of or comprising, as hydrogenating components, oxides of main group VI and/or subgroup IV, the hydrogenation is carried outa) at from 250.degree. C. to 400.degree. C. and from 5 bar to 100 bar in the presence ofb) primary or secondary alcohols, the molar hydrogen/alcohol ratio being at most 800.
    Type: Grant
    Filed: February 17, 1999
    Date of Patent: October 31, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Martin Merger, Shelue Liang, Rolf Fischer, Joachim Wulff-Doring
  • Patent number: 5973213
    Abstract: Solids are separated from aqueous 1,4-butynediol solutions by passing a solids-containing aqueous butynediol solution in the downflow mode through a column and thus bringing it into contact with a solvent which has a lower density than the solids-containing butynediol solution and forms a second phase with the latter, with the solvent rising in countercurrent to the aqueous butynediol solution, the solid accumulating at the interface between the aqueous butynediol and the solvent and the solid being removed from the column by taking off a mixture of aqueous butynediol and solvent.
    Type: Grant
    Filed: January 27, 1998
    Date of Patent: October 26, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerald Flood, Gerald Klossek, Wernfried Vondung, Edmund Klausmann
  • Patent number: 5763688
    Abstract: The present invention provides a method for producing a alcohol including an optically active alcohol by hydrogenating a carbonyl compound in the presence of a homogeneous catalyst, a base and a nitrogen-containing organic compound. Thus, the reaction employs an inexpensive catalyst and proceeds in high yield and high efficiency.
    Type: Grant
    Filed: December 7, 1995
    Date of Patent: June 9, 1998
    Assignee: Research Development Corporation of Japan
    Inventors: Takao Ikariya, Takeshi Ohkuma, Hirohito Ooka, Shohei Hashiguchi, Nobuo Seido, Ryoji Noyori
  • Patent number: 5444169
    Abstract: The conversion of formaldehyde and acetylene in the presence of a suspension catalyst to butynediol is usually performed in a cascade of reactors, wherein the separation of the catalyst from the product solution takes place per individual reactor. This can be performed by filters installed in the reactor or by suitable filter apparatuses outside the reactor. A part of the catalyst present in the reactors can be drawn off and replaced by regenerated and/or fresh catalyst. The catalyst drawn off from the reactors can advantageously be fed to a regeneration. The replacement of the catalyst in the reactor can take place discontinuously or continuously. In the reactors of the cascade, a catalyst amount of 50-200 g, preferably of 75-125 g, per liter of reaction solution is used.
    Type: Grant
    Filed: December 20, 1993
    Date of Patent: August 22, 1995
    Assignee: Linde Aktiengesellschaft
    Inventor: Frank Wiessner
  • Patent number: 5420365
    Abstract: Process for the preparation of 2,4-hexadiyne-1,6-diol of the formula IHO-CH.sub.2 -CH.sub.2 -C.ident.C-.ident.C-CH.sub.2 -OH (I)by the reaction of diacetylene of the formula IIH-C.ident.C-C.ident.C-H (II)with formaldehyde of the formula IIIH.sub.2 C=O (III),in the presence of a silver catalysts, in which the reaction is carried out in the presence of a polar organic solvent at temperatures ranging from 0.degree. to 150.degree. C. and under pressures ranging from 0.01 to 10 bar.
    Type: Grant
    Filed: January 3, 1994
    Date of Patent: May 30, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Stefan Rittinger, Norbert Rieber
  • Patent number: 5410094
    Abstract: Processes for synthesizing tertiary alkynols by reacting carbonyl-group-containing compounds with alkynes in the presence of a basic catalyst are disclosed. Preferred products are 6,10,14-trimethyl-4-pentadecyn-6-ol compounds having the structure: ##STR1## A preferred, novel compound, 6,10,14-trimethyl-4-pentadecyne-2,6-diol, can be used in the synthesis of Vitamin E or Vitamin K.sub.1.
    Type: Grant
    Filed: June 8, 1994
    Date of Patent: April 25, 1995
    Assignee: Loyola University of Chicago
    Inventor: James H. Babler
  • Patent number: 5349071
    Abstract: Processes for synthesizing tertiary alkynols by reacting carbonyl-group-containing compounds with alkynes in the presence of a basic catalyst are disclosed. Preferred products are 6,10,14-trimethyl-4-pentadecyn-6-ol compounds having the structure: ##STR1## A preferred, novel compound, 6,10,14-trimethyl-4-pentadecyne-2,6-diol, can be used in the synthesis of Vitamin E or Vitamin K.sub.1.
    Type: Grant
    Filed: November 25, 1992
    Date of Patent: September 20, 1994
    Assignee: Loyola University of Chicago
    Inventor: James H. Babler
  • Patent number: 5324869
    Abstract: Acyclic terpene compounds useful as intermediates or producing sarcophytol A which have an anti-carcinogenic promotor activity and anti-tumor activity, which compounds are shown by the general formula (I): ##STR1##
    Type: Grant
    Filed: April 9, 1993
    Date of Patent: June 28, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Hisao Takayanagi, Yasunori Kitano, Yasuhiro Morinaka
  • Patent number: 5049681
    Abstract: A novel optically active allyl alcohol derivative represented by the following general formulae (I), (II), (III) and (IV): ##STR1## The novel optically active allyl alcohol can be used effectively for producing leucotrienes B.sub.4 by the process of reacting an optically active halogen substituted allyl alcohol and a novel optically active acetylene-substituted allyl alcohol.
    Type: Grant
    Filed: July 8, 1988
    Date of Patent: September 17, 1991
    Assignee: Nissan Chemical Industries, Ltd.
    Inventor: Fumie Sato
  • Patent number: 4965376
    Abstract: 3,9-Dihydroxynonyne and its derivatives protected at the 9-OH function, of the general formula I ##STR1## where R is hydrogen or a conventional alcohol protective group, and processes for the preparation of the compounds I.
    Type: Grant
    Filed: April 18, 1989
    Date of Patent: October 23, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Huellmann, Rainer Becker, Gerald Lauterbach, Ernst Buschmann, Heinz Eckhardt, Walter Himmele, Christiane Brueckner
  • Patent number: 4960959
    Abstract: A process for manufacturing an alkynediol is disclosed. In this process, a C.sub.3-12 ketone is reacted with acetylene in the presence of potassium hydroxide in an C.sub.1-4 alkyl-tert-butyl ether solvent. The potassium hydroxide is used in a molar ratio, relative to the amount of ketone used, of from 1.0:1.0 to 1.6:1.0.
    Type: Grant
    Filed: July 17, 1989
    Date of Patent: October 2, 1990
    Assignee: Huels Aktiengesellschaft
    Inventor: Gerhard Thelen
  • Patent number: 4954664
    Abstract: A process for the catalytic hydrogenation of butterfat where non-deacidified butterfat is continuously reacted with hydrogen under pressures of from 20 to 300 bar and at temperatures of from 180.degree. to 250.degree. C. with molar ratios of hydrogen to fatty acid residue in the butterfat of from 10:1 to 500:1. The reaction is carried out over catalysts which contain from 30 to 40% by weight copper, from 23 to 30% by weight chromium, from 1 to 10% by weight manganese, from 1 to 10% by weight silicon, and from 1 to 7% by weight barium. The percentages by weight in each case are based on the total oxidic mass of the catalyst. Other transition metals, especially zirconium and cerium, are additionally incorporated into the catalyst. The metals in the catalyst are converted to their oxides by calcination. The catalyst is converted into shaped particulate or granulated elements with from 1 to 10% by weight of at least one binder in addition to 1 to 10% by weight graphite.
    Type: Grant
    Filed: January 25, 1990
    Date of Patent: September 4, 1990
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Franz-Josef Carduck, Juergen Falbe, Theo Fleckenstein, Gerd Goebel, Joachim Pohl
  • Patent number: 4954527
    Abstract: This invention relates to novel polyacetylene compositions, a process of producing the compositions and a method for inhibiting tumors utilizing the compositions. More particularly, the compositions are antitumor polyacetylenes which are derived form marine organisms, i.e., the marine sponge Cribrochalina dura.
    Type: Grant
    Filed: December 7, 1987
    Date of Patent: September 4, 1990
    Assignee: Harbor Branch Oceanographic Institution, Inc.
    Inventors: Amy E. Wright, Winnie C. Thompson, May S. Lui
  • Patent number: 4952292
    Abstract: A method of manufacturing 2,4-hexadiyne-1,6-diol by the oxidative coupling of propargyl alcohol, in the presence of an aliphatic C.sub.4 alcohol solvent is disclosed. The 2,4-hexadiyne-1,6-diol is completely dissolved in the butanol. Residual salts dissolved in the butanol solution at the end of the reaction are separated out by electrodialysis. The salt-containing stream which is separated out and contains the catalyst salts, water, and butanol is suitable as a reaction mixture, and can be recycled to the reactor.
    Type: Grant
    Filed: June 15, 1988
    Date of Patent: August 28, 1990
    Assignee: Huels Aktiengesellschaft
    Inventors: Srinivasan Sridhar, Helmut Westernacher
  • Patent number: 4847440
    Abstract: A process for manufacturing propynol from formaldehyde and acetylene is disclosed. In this process the acetylene is first dissolved in a dimethoxymethane solvent under strong cooling and at slight gauge pressure. The cool acetylene-containing solution is then fed to a reactor charged with formaldehyde and a catalyst.
    Type: Grant
    Filed: August 25, 1988
    Date of Patent: July 11, 1989
    Assignee: Huels Aktiengesellschaft
    Inventors: Helmut Westernacher, Karl Aertken, Thomas Stieren
  • Patent number: 4827004
    Abstract: Novel Isoprene Derivatives which have mucosa-protective and gastric acid secretion-inhibiting properties and are useful for combatting ulcers both by treating and as a prophylaxis against gastric and/or duodenal ulcers.
    Type: Grant
    Filed: August 24, 1987
    Date of Patent: May 2, 1989
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Albert Fischli, Max Schmid, Rudolf Schmid