Preparing By Hydrolysis Of Organic Halide Patents (Class 568/891)
  • Publication number: 20140357904
    Abstract: The present disclosure is a system and method for producing a first product from a first region of an electrochemical cell having a cathode and a second product from a second region of the electrochemical cell having an anode. The method may include a step of contacting the first region with a catholyte comprising carbon dioxide. The method may include another step of contacting the second region with an anolyte comprising a recycled reactant and at least one of an alkane, haloalkane, alkene, haloalkene, aromatic compound, haloaromatic compound, heteroaromatic compound or halo-heteroaromatic compound. Further, the method may include a step of applying an electrical potential between the anode and the cathode sufficient to produce a first product recoverable from the first region and a second product recoverable from the second region.
    Type: Application
    Filed: August 19, 2014
    Publication date: December 4, 2014
    Inventors: Kyle Teamey, Jerry J. Kaczur
  • Patent number: 8440868
    Abstract: An alcohol such as methanol is produced from an alkane such as methane and oxygen in a single step process using a heterogeneous catalyst. The catalyst comprises the chloride salts of copper, potassium, lead and zinc.
    Type: Grant
    Filed: March 6, 2012
    Date of Patent: May 14, 2013
    Inventor: John E. Stauffer
  • Patent number: 8415512
    Abstract: Improvements in previously disclosed methods of and apparatuses for converting alkanes, alkenes, and aromatics to olefins, alcohols, ethers, and aldehydes includes: safety improvements, use of alternative feedstocks, process simplification, improvements to the halogenation step, improvements to the reproportionation step, improvements to the solid oxide reaction, improvements to solid oxide regeneration, improvements in separations, maintenance, start-up, shut-down, and materials of construction.
    Type: Grant
    Filed: October 13, 2010
    Date of Patent: April 9, 2013
    Assignee: GRT, Inc.
    Inventors: Jeffrey H. Sherman, Eric W. McFarland, Michael J. Weiss, Ivan Marc Lorkovic, Leroy E. Laverman, Shouli Sun, Dieter J. Schaefer, Galen D. Stucky, Peter C. Ford, Philip Grosso, Ashley W. Rreed, Michael F. Doherty
  • Patent number: 7968755
    Abstract: Methods and catalysts for producing alcohols, ethers, and/or alkenes from alkanes are provided. More particularly, novel caged, or encapsulated, metal oxide catalysts and processes utilizing such catalysts to convert alkanes to alcohols and/or ethers and to convert alcohols and/or ethers to alkenes are provided.
    Type: Grant
    Filed: September 1, 2010
    Date of Patent: June 28, 2011
    Assignee: Sajet Development LLC
    Inventors: Jorge Miller, Luisa Kling Miller
  • Patent number: 7812201
    Abstract: Methods and catalysts for producing alcohols, ethers, and/or alkenes from alkanes are provided. More particularly, novel caged, or encapsulated, metal oxide catalysts and processes utilizing such catalysts to convert alkanes to alcohols and/or ethers and to convert alcohols and/or ethers to alkenes are provided.
    Type: Grant
    Filed: October 1, 2009
    Date of Patent: October 12, 2010
    Assignee: Targa Resources, Inc.
    Inventors: Jorge Miller, Luisa Kling Miller
  • Publication number: 20100087688
    Abstract: Methods and catalysts for producing alcohols, ethers, and/or alkenes from alkanes are provided. More particularly, novel caged, or encapsulated, metal oxide catalysts and processes utilizing such catalysts to convert alkanes to alcohols and/or ethers and to convert alcohols and/or ethers to alkenes are provided.
    Type: Application
    Filed: October 1, 2009
    Publication date: April 8, 2010
    Inventors: Jorge Miller, Luisa Kling Miller
  • Publication number: 20090118552
    Abstract: In a first sulfation step, 2-perfluoroalkylethyl iodide is brought into contact with fuming sulfuric acid to obtain a reaction mixture comprising 2-perfluoroalkylethyl sulfate and bis(2-perfluoroalkylethyl)sulfate. Then, in a first hydrolysis step, 2-perfluoroalkylethyl sulfate produced in the first sulfation step is hydrolyzed to obtain a reaction mixture comprising 2-perfluoroalkylethyl alcohol. In a second sulfation step, bis(2-perfluoroalkylethyl)sulfate produced in the first sulfation step is brought into contact with fuming sulfuric acid to obtain a reaction mixture comprising 2-perfluoroalkylethyl sulfate. Then, in a second hydrolysis step, 2-perfluoroalkylethyl sulfate produced in the second sulfation step is hydrolyzed to obtain a reaction mixture comprising 2-perfluoroalkylethyl alcohol. According to such procedures, 2-perfluoroalkylethyl alcohol can be obtained in a high yield.
    Type: Application
    Filed: October 24, 2008
    Publication date: May 7, 2009
    Applicant: DAIKIN INDUSTRIES, LTD.
    Inventors: Yuuki MATSUDA, Takeomi Hirasaka, Takuya Ichida
  • Patent number: 7462747
    Abstract: The invention relates to a process for preparing polymethylol compounds of the formula (I) where the radicals R are each, independently of one another, a further methylol group or an alkyl group having from 1 to 22 carbon atoms or an aryl or aralkyl group having from 6 to 22 carbon atoms, by condensation of aldehydes having from 2 to 24 carbon atoms with formaldehyde in an aldol reaction using tertiary amines as catalyst to form alkanals of the formula (II) where the radicals R each independently have one of the abovementioned meanings, and subsequent hydrogenation of the latter. The particular inventive feature of this process is that the aldol reaction is carried out using an aqueous formaldehyde solution having a formic acid content of <150 ppm and preferably <100 ppm. In this way of carrying out the process, the formation of by-products can advantageously be prevented in a targeted manner and the yield of the desired polymethylol compound can thereby be increased.
    Type: Grant
    Filed: April 30, 2007
    Date of Patent: December 9, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Timan Sirch, Michael Steiniger, Steffen Maas, Stefan Rittinger, Stephan Schlitter, Maria Guixa, Todd C. Spengeman, Jeffrey T. Andress
  • Patent number: 7361794
    Abstract: In a method of converting alkanes to their corresponding alcohols and ethers a vessel comprises a hollow, unsegregated interior defined first, second, and third zones. In a first embodiment of the invention oxygen reacts with metal bromide in the first zone to provide bromine; bromine reacts with the alkane in the second zone to form alkyl bromide; and the alkyl bromide reacts with metal oxide in the third zone to form the corresponding alcohol and/or ether. Metal bromide from the third zone is transported through the vessel to the first zone and metal oxide from the first zone is recycled to the third zone. A second embodiment of the invention differs from the first embodiment in that metal oxide is transported through the vessel from the first zone to the third zone and metal bromide is recycled from the third zone to the first zone.
    Type: Grant
    Filed: February 19, 2003
    Date of Patent: April 22, 2008
    Assignee: GRT, Inc.
    Inventor: Philip Grosso
  • Patent number: 7161050
    Abstract: A reactant selected from the group consisting of alkanes, alkenes, alkynes, dienes, and aromatics is reacted with a halide selected from the group including chlorine, bromine, and iodine to form a first reaction product. The first reaction product is reacted with a solid oxidizer to form a product selected from the group including olefins, alcohols, ethers, and aldehydes, and spent oxidizer. The spent oxidizer is oxidized to form the original solid oxidizer and the second reactant which are recycled.
    Type: Grant
    Filed: August 19, 2003
    Date of Patent: January 9, 2007
    Assignees: GRT, Inc., The Regents of the University of California
    Inventors: Jeffrey H. Sherman, Eric W. McFarland, Michael J. Weiss, Ivan Marc Lorkovic, Leroy E. Laverman, Shouli Sun, Dieter J. Schaefer, Galen Stucky, Peter Ford
  • Patent number: 7132391
    Abstract: An alkyl gycol ether having the following formula wherein R is a C1–C7 saturated, unsaturated, straight-chain or branched, acyclic or cyclic alkyl group, is useful as a fragrance material in perfumes, cosmetics, consumer products, and the like. When R is a saturated, straight-chain or branched, acyclic or cyclic alkyl group, these compounds are especially stable when used as fragrance materials in bleach containing products.
    Type: Grant
    Filed: July 10, 2002
    Date of Patent: November 7, 2006
    Assignee: Takasago International Corporation
    Inventors: Takashi Aida, Andrew T. Lupo, Hiroyuki Matsuda
  • Patent number: 7098166
    Abstract: A process for preparing a fluorine-containing alcohol compound, the process comprising the step of reacting water with a halogenated fluorine compound in the presence of a catalyst for preparing a fluorine-containing alcohol compound, the catalyst obtained by supporting an ammine complex containing at least one component selected from the group consisting of the elements in Group 1B, Group 2B, Group 6A, Group 7A and Group 8 of the periodic table on at least one complex oxide selected from the group consisting of Si—Al complex oxides, Al—P complex oxides and Si—Al—P complex oxides.
    Type: Grant
    Filed: January 4, 2005
    Date of Patent: August 29, 2006
    Assignee: Daikin Industries, Ltd.
    Inventors: Toshiyuki Katsube, Yuuki Matsuda, Jun Miki
  • Patent number: 7091387
    Abstract: This invention provides a process to convert alkanes to primary alcohols of the same carbon number. Carbon numbers of particular interest are C8 to C18.
    Type: Grant
    Filed: April 19, 2005
    Date of Patent: August 15, 2006
    Assignee: Shell Oil Company
    Inventors: Howard Lam-Ho Fong, Lizbeth Olivia Cisneros Trevino, Brendan Dermot Murray, Manuel Luis Cano
  • Patent number: 6723886
    Abstract: An apparatus and method is disclosed for producing alcohols, particularly methanol, according to an alcohol synthesis process. The apparatus comprises a catalytic distillation reactor where reactants are fed into the catalytic distillation reactor to undergo catalytic reaction to form methanol. Methanol production beyond the thermodynamic limit is achieved in the apparatus through use of multiple distillation stages, preferably at least three.
    Type: Grant
    Filed: May 16, 2002
    Date of Patent: April 20, 2004
    Assignee: ConocoPhillips Company
    Inventors: Joe D. Allison, Harold A. Wright, Todd H. Harkins, Doug S. Jack
  • Publication number: 20030139618
    Abstract: The invention relates to a process for preparing partial hydrolysates of organometallic compounds and to a process for preparing partial hydrolysates of organometallic compounds, in particular alkylaluminoxanes, or transition metal catalysts immobilized on inert support materials and also to the products prepared by this process.
    Type: Application
    Filed: December 11, 2002
    Publication date: July 24, 2003
    Applicant: Crompton GmbH
    Inventors: Rainer Rieger, Ralf Alexander Wendt, Thomas Wanke
  • Publication number: 20030100804
    Abstract: A process for preparing a fluorine-containing alcohol compound, the process comprising the step of reacting water with a halogenated fluorine compound in the presence of a catalyst for preparing a fluorine-containing alcohol compound, the catalyst obtained by supporting an ammine complex containing at least one component selected from the group consisting of the elements in Group 1B, Group 2B, Group 6A, Group 7A and Group 8 of the periodic table on at least one complex oxide selected from the group consisting of Si—Al complex oxides, Al—P complex oxides and Si—Al—P complex oxides.
    Type: Application
    Filed: September 13, 2002
    Publication date: May 29, 2003
    Inventors: Toshiyuki Katsube, Yuuki Matsuda, Jun Miki
  • Patent number: 6525230
    Abstract: In a method of converting alkanes to their corresponding alcohols and ethers a vessel comprises a hollow, unsegregated interior defined first, second, and third zones. In a first embodiment of the invention oxygen reacts with metal bromide in the first zone to provide bromine; bromine reacts with the alkane in the second zone to form alkyl bromide; and the alkyl bromide reacts with metal oxide in the third zone to form the corresponding alcohol and/or ether. Metal bromide from the third zone is transported through the vessel to the first zone and metal oxide from the first zone is recycled to the third zone. A second embodiment of the invention differs from the first embodiment in that metal oxide is transported through the vessel from the first zone to the third zone and metal bromide is recycled from the third zone to the first zone.
    Type: Grant
    Filed: April 2, 2002
    Date of Patent: February 25, 2003
    Assignee: GRT, Inc.
    Inventor: Philip Grosso
  • Patent number: 6486368
    Abstract: Alcohols, ethers, and olefins are manufactured from alkanes by mixing an alkane and bromine in a reactor to form alkyl bromide and hydrogen bromide. The alkyl bromide only or the alkyl bromide and the hydrogen bromide are directed into contact with metal oxide to form an alcohol and/or an ether, or an olefin and metal bromide. The metal bromide is oxidized to form original metal oxide and bromine, both of which are recycled.
    Type: Grant
    Filed: January 24, 2002
    Date of Patent: November 26, 2002
    Assignees: GRT, Inc., The Regents of the University of California
    Inventors: Xiao Ping Zhou, Ivan Marc Lorkovic, Jeffrey H. Sherman
  • Patent number: 6472572
    Abstract: Methanol and/or dimethyl ether are manufactured from methane by mixing methane and bromine in a reactor to form methyl bromide and hydrogen bromide. The methyl bromide only or the methyl bromide and the hydrogen bromide are directed into contact with metal oxide to form methanol and/or dimethyl ether and a metal bromide. The metal bromide is oxidized to form original metal oxide catalyst and bromine, both of which are recycled.
    Type: Grant
    Filed: June 20, 2001
    Date of Patent: October 29, 2002
    Assignees: GRT, Inc., The Regents of the University of California
    Inventors: Xiao Ping Zhou, Ivan Marc Lorkovic, Galen D. Stucky, Peter C. Ford, Jeffrey H. Sherman, Philip Grosso
  • Publication number: 20020156328
    Abstract: In a method of converting alkanes to their corresponding alcohols and ethers a vessel comprises a hollow, unsegregated interior defined first, second, and third zones. In a first embodiment of the invention oxygen reacts with metal bromide in the first zone to provide bromine; bromine reacts with the alkane in the second zone to form alkyl bromide; and the alkyl bromide reacts with metal oxide in the third zone to form the corresponding alcohol and/or ether. Metal bromide from the third zone is transported through the vessel to the first zone and metal oxide from the first zone is recycled to the third zone. A second embodiment of the invention differs from the first embodiment in that metal oxide is transported through the vessel from the first zone to the third zone and metal bromide is recycled from the third zone to the first zone.
    Type: Application
    Filed: April 2, 2002
    Publication date: October 24, 2002
    Inventor: Philip Grosso
  • Patent number: 6465699
    Abstract: Alcohols, ethers, and olefins are manufactured from alkanes by mixing an alkane and bromine in a reactor to form alkyl bromide and hydrogen bromide. The alkyl bromide is directed into contact with metal oxide to form an alcohol and/or an ether, or an olefin and metal bromide. The metal bromide from the alkyl bromide metal oxide reaction is oxidized to form original metal oxide and bromine, both of which are recycled. The hydrogen bromide is separately directed into contact with metal oxide to form water and metal bromide. The metal bromide from the hydrogen bromide metal oxide is oxidized to form the original metal oxide which is recycled.
    Type: Grant
    Filed: March 11, 2002
    Date of Patent: October 15, 2002
    Assignees: GRI, Inc., The Regents of the University of California
    Inventor: Phil Grosso
  • Patent number: 6465696
    Abstract: Alcohols, ethers, and olefins are manufactured from alkanes by mixing an alkane and bromine in a reactor to form alkyl bromide and hydrogen bromide. The alkyl bromide only or the alkyl bromide and the hydrogen bromide are directed into contact with metal oxide to form an alcohol and/or an ether, or an olefin and metal bromide. The metal bromide is oxidized to form original metal oxide and bromine, both of which are recycled.
    Type: Grant
    Filed: September 11, 2001
    Date of Patent: October 15, 2002
    Assignees: GRT, Inc., The Regents of the University of California
    Inventors: Xiao Ping Zhou, Galen D. Stucky, Jeffrey H. Sherman
  • Patent number: 6462243
    Abstract: Alcohols and/or ethers are synthesized from alkanes by mixing an alkane and bromine in a reactor to form alkyl bromide and hydrogen bromide. The alkyl bromide is directed into contact with metal oxide to form alcohol and/or ether and a metal bromide. The metal bromide is oxidized to metal oxide and bromine, both of which are recycled.
    Type: Grant
    Filed: September 11, 2001
    Date of Patent: October 8, 2002
    Assignees: GRT, Inc., The Regents of the University of California
    Inventors: Xiao Ping Zhou, Ivan Marc Lorkovic, Galen D. Stucky, Peter C. Ford, Jeffrey H. Sherman, Philip Grosso
  • Patent number: 6388151
    Abstract: A method for synthesizing tetramethylcyclopentadiene from 2,3-dibromobutane is described. A 2-bromo-2-butene Grignard is reacted with an ethyl formate to produce a 3,5-dimethyl-2,5-heptadiene-4-ol magnesium bromide which is then quenched with acetic acid to produce 3,5-dimethyl-2,5-hepadiene-4-ol.
    Type: Grant
    Filed: November 24, 1998
    Date of Patent: May 14, 2002
    Assignee: Boulder Scientific Company
    Inventors: Jeffrey M. Sullivan, Richard D. Crawford
  • Patent number: 6262307
    Abstract: A shaped, activated metal, fixed-bed catalyst with a pore volume of 0.05 to 1 ml/g and an outer activated layer consisting of a sintered, finely-divided, catalyst alloy and optionally promoters. The catalyst alloy has metallurgical phase domains, resulting from the method of preparation of the alloy, in which the largest phase by volume has a specific interface density of more than 0.5 &mgr;m−1.
    Type: Grant
    Filed: May 19, 1998
    Date of Patent: July 17, 2001
    Assignee: Degussa-Huls Aktiengesellschaft
    Inventors: Andreas Freund, Monika Berweiler, Barbara Bender, Bernd Kempf
  • Patent number: 6201160
    Abstract: Alcohols are prepared by the catalytic hydrogenation of the corresponding carbonyl compounds at elevated temperatures and at superatmospheric pressure in the liquid phase by a process in which the catalyst used contains copper on an SiO2-containing carrier in the presence or absence of one or more of the elements magnesium, barium, zinc and chromium.
    Type: Grant
    Filed: November 19, 1996
    Date of Patent: March 13, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Martin Brudermüller, Matthias Irgang, Martin Schmidt-Radde, Franz Merger, Tom Witzel, Detlef Kratz, Eckehard Danz, Arnold Wittwer, Michael Hesse, Manfred Sauerwald, Cristina Freire Erdbrügger
  • Patent number: 5105030
    Abstract: Dihydromyrcenol is prepared from dihydromyrcenyl chloride by hydrolyzing dihydromyrcenyl chloride in an aqueous medium containing a base and a phase transfer catalyst in an amount of 0.001-10 mol %, based on the amount of dihydromyrcenyl chloride.
    Type: Grant
    Filed: June 11, 1991
    Date of Patent: April 14, 1992
    Assignee: Huels Aktiengesellschaft
    Inventors: Gerhard Wachholz, Heinz-Werner Voges
  • Patent number: 4863710
    Abstract: A process comprising preparation of an alkanol and elemental iodine by contacting an iodoalkane containing 1 to 20 carbons, water and molecular oxygen at a temperature in the range of about 50.degree. to about 200.degree. C. and recovering the elemental iodine.
    Type: Grant
    Filed: July 15, 1988
    Date of Patent: September 5, 1989
    Assignee: Eastman Kodak Company
    Inventors: Mark Rule, Victor H. Agreda
  • Patent number: 4523040
    Abstract: This invention relates to solid acidic or metal catalyst-promoted halogenation of methane to produce methyl monohalides in high selectivity. Concurrent or simultaneous hydrolysis provides methyl alcohol and/or dimethyl ether in good yields.
    Type: Grant
    Filed: May 16, 1983
    Date of Patent: June 11, 1985
    Inventor: George A. Olah
  • Patent number: 4460797
    Abstract: A reagent comprising the product of the reaction of an alkali metal hydroxide with a polyglycol or a polyglycol monoalkyl ether and oxygen, effects complete decomposition of halogenated organic compounds, such as polychlorinated biphenyls (PCBs), when mixed therewith in the presence of oxygen.
    Type: Grant
    Filed: June 13, 1983
    Date of Patent: July 17, 1984
    Assignee: The Franklin Institute
    Inventors: Louis L. Pytlewski, Kenneth Krevitz, Arthur B. Smith
  • Patent number: 4313891
    Abstract: This invention relates to a process for synthesizing compounds of aluminium and alkaline earth metals containing hydride hydrogens and alkoxy radicals, of compositionM[A1H.sub.4-n (OR).sub.n ].sub.2.xBin which 0.5.ltoreq.n.ltoreq.3.5; OR is an alkoxy radical derived from a primary, secondary or tertiary alcohol; R is an aliphatic, cycloaliphatic or aromatic hydrocarbon radical; M is an alkaline earth metal; B is a Lewis base; x can vary between 0 and 4; and R can also contain functional groups OR', SR', NR'.sub.2 ect., consisting of reacting together:(a) a halide of an alkaline earth metal;(b) an alanate of an alkaline earth metal of formula M' A1H.sub.4 (M'.apprxeq.alkaline metal);(c) an alcohol chosen from primary, secondary or tertiary aliphatic, cycloaliphatic or aromatic alcohols containing 1 to 20 carbon atoms.
    Type: Grant
    Filed: October 26, 1979
    Date of Patent: February 2, 1982
    Assignee: Anic S.p.A.
    Inventors: Giovanni Dozzi, Salvatore Cucinella