Aldehyde Reactant Patents (Class 568/458)
  • Patent number: 11780798
    Abstract: A method and a system for producing glycolic acid and/or glycolate from sustainable resources. A method for catalytic production of glycolic acid and/or glycolate including the step of: oxidation of a starting material including between 0.1-100 wt/wt % glycolaldehyde at a temperature of between ?10° C. and 100° C. with an oxidant in the presence of a metal-based catalyst including a catalytically active metal, which is selected from the group of palladium and platinum; or mixtures thereof.
    Type: Grant
    Filed: November 22, 2017
    Date of Patent: October 10, 2023
    Assignee: HALDOR TOPSØE A/S
    Inventors: Christian Mårup Osmundsen, Esben Taarning
  • Patent number: 11363834
    Abstract: A shisha, heat-not-burn, or combustion product casing with or without an active ingredient, a shisha, heat-not-burn, or a combustion product including a casing or a method of making the same are disclose herein.
    Type: Grant
    Filed: July 9, 2021
    Date of Patent: June 21, 2022
    Assignee: TOBACCO TECHNOLOGY, INC.
    Inventors: George Hiram Cassels-Smith, John Craig Senatore, Nichollas James Hill
  • Patent number: 11357255
    Abstract: A shisha, heat-not-burn, or combustion product casing including an active ingredient, a shisha, heat-not-burn, or a combustion product including a casing with an active ingredient, or a method of making the same are disclose herein.
    Type: Grant
    Filed: June 9, 2021
    Date of Patent: June 14, 2022
    Assignee: TOBACCO TECHNOLOGY, INC.
    Inventors: George Hiram Cassels-Smith, John Craig Senatore, Nichollas James Hill
  • Patent number: 9994507
    Abstract: The present invention relates to an optimized process for the preparation of methacrolein. Methacrolein is used in chemical synthesis particularly as an intermediate for the preparation of methacrylic acid, methyl methacrylate or even active ingredients, fragrances or flavorings. In particular the present invention relates to the optimization of the process parameters by which, inter alia, a reduction of the content of harmful dimeric methacrolein in the end product may be achieved.
    Type: Grant
    Filed: September 16, 2015
    Date of Patent: June 12, 2018
    Assignee: Evonik Roehm GmbH
    Inventors: Rudolf Burghardt, Steffen Krill, Torsten Balduf, Gerhard Koelbl, Martin Koestner, Eduard Rundal
  • Patent number: 9006496
    Abstract: The subject of the present invention is a method for separating phenolic compounds in salified form from a reaction medium comprising them. The method of the invention for separating phenolic compounds in salified form from an aqueous reaction medium resulting from the reaction of a phenolic compound and of glyoxylic acid in the presence of a base leading to a reaction medium comprising at least the excess of initial phenolic compound in salified form and the various mandelic compounds in salified form resulting from the reaction, is characterized by the fact that said reaction medium is brought into contact with a basic anion-exchange resin that leads to the selective attachment of the initial phenolic compound to said resin and to the recovery of an aqueous stream comprising the mandelic compounds in salified form resulting from the reaction, and that the phenolic compound in salified form attached to the resin is separated by a resin regeneration treatment.
    Type: Grant
    Filed: December 6, 2013
    Date of Patent: April 14, 2015
    Assignee: Rhodia Operations
    Inventor: Magali Desouhant-Massacret
  • Patent number: 8933276
    Abstract: The invention provides a heterogeneous catalyst comprising a catalytic group coupled to a mesocellular siliceous foam support. The catalytic group is capable of catalysing a reaction selected from the group consisting of a Friedel-Craft reaction and a Diels-Alder reaction.
    Type: Grant
    Filed: January 19, 2006
    Date of Patent: January 13, 2015
    Assignee: Agency for Science, Technology and Research
    Inventors: Jackie Y. Ying, Yugen Zhang, Su Seong Lee
  • Publication number: 20140301938
    Abstract: Provided is a method of separating carbon and oxygen isotopes by using a laser. In one preferred embodiment, the method includes performing a photolysis process on formaldehyde including a carbon or oxygen isotope by irradiation with ultraviolet light having a wavelength ranging from 340 nm to 360 nm to generate carbon monoxide having a carbon or oxygen isotope enriched therein and hydrogen, performing a catalytic reaction on the carbon monoxide having a carbon or oxygen isotope enriched therein and the hydrogen to synthesize carbon dioxide (CO2) and water (H2O) having a carbon or oxygen isotope enriched therein, and cooling the H2O to recover CO2 having a carbon isotope enriched therein or H2O having an oxygen isotope enriched therein.
    Type: Application
    Filed: July 19, 2012
    Publication date: October 9, 2014
    Applicant: KOREA ATOMIC ENERGY RESEARCH INSTITUTE
    Inventors: Do-Young Jeong, Hyoun-Min Park, Yong-Ho Cha, Dong-Yong Chung
  • Patent number: 8742176
    Abstract: The invention relates to a method of producing optically active 4-chloro-3-hydroxybutanal compound (2) by reacting chloroacetaldehyde with aldehyde compound (1) in the presence of optically active pyrrolidine compound (5). wherein each symbol is as defined in the specification.
    Type: Grant
    Filed: October 19, 2011
    Date of Patent: June 3, 2014
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Yujiro Hayashi
  • Patent number: 8716519
    Abstract: The invention relates to novel cross-linkable monomers that may be polymerized with ethylenically unsaturated comonomers to form cross-linkable copolymers. Said copolymers may particularly be used in the form of aqueous dispersions as formaldehyde-free adhesives or as coatings with good water resistance.
    Type: Grant
    Filed: July 11, 2008
    Date of Patent: May 6, 2014
    Assignee: Celanese Emulsions GmbH
    Inventors: Martin Jakob, Stefan Nogai
  • Patent number: 8455696
    Abstract: Production of a ketone or aldehyde prepared by condensation is optimized by dehydration and hydrogenation of a starting acetone/ketone or aldehyde in a reaction zone and wherein water is partially eliminated from such reaction product by at least one membrane pervaporation module, the pervaporation module being fed tangentially and situated laterally to the reaction zone and operating in a loop, and wherein a fraction of reaction product exiting the reaction zone is thus partially dehydrated and recycling such dehydrated concentrate to the reaction zone.
    Type: Grant
    Filed: April 22, 2009
    Date of Patent: June 4, 2013
    Assignee: Rhodia Poliamida E Especialidades LTDA
    Inventors: Roberto Nasser, Dalva Janine Rita, Joël Schwartz
  • Patent number: 8389775
    Abstract: The invention relates to a process for preparing polyether alcohols, which comprises the steps a) reaction of an unsaturated natural oil or fat with a mixture of carbon monoxide and hydrogen, b) reaction of the mixture from step a) with hydrogen, c) reaction of the product from step b) with an alkylene oxide in the presence of a catalyst.
    Type: Grant
    Filed: January 26, 2009
    Date of Patent: March 5, 2013
    Assignee: BASF SE
    Inventors: Darijo Mijolovic, Andrea Haunert, Andreas Kunst, Stephan Bauer, Qiang Miao, Berend Eling
  • Publication number: 20120220796
    Abstract: A catalytic process for dehydration of an aliphatic C2-C6 alcohol to its corresponding olefin is disclosed. The process continuously flows through a reaction zone a liquid phase containing an aliphatic C2-C6 alcohol to contact a non-volatile acid catalyst at a reaction temperature and pressure to at least partially convert the aliphatic C2-C6 alcohol in the liquid phase to its corresponding olefin. The reaction pressure is greater than atmospheric pressure and the reaction temperature is above the boiling point of the olefin at reaction pressure, but below the critical temperature of the alcohol, and the olefin product is substantially in the gaseous phase. After the contacting step, the olefin containing gaseous phase is separated from the liquid phase. The invention also relates to catalytic processes such as a hydrolysis of an olefin to an alcohol, an esterification, a transesterification, a polymerization, an aldol condensation or an ester hydrolysis.
    Type: Application
    Filed: July 29, 2010
    Publication date: August 30, 2012
    Inventors: Michael Lefenfeld, Robert Hoch
  • Patent number: 8044246
    Abstract: The present invention relates to a process for the selective preparation of acetaldehyde, characterized in that acrolein and one or more ammonium salts dissolved in water are reacted continuously under high pressures and at temperatures of 300-400° C.
    Type: Grant
    Filed: July 27, 2010
    Date of Patent: October 25, 2011
    Assignee: Lonza Ltd.
    Inventors: Wolfgang Wenger, Andreas Heyl, Lothar Ott, Herbert Vogel, Paul Hanselmann, Gökhan Aras
  • Publication number: 20110040128
    Abstract: Production of a ketone or aldehyde prepared by condensation is optimized by dehydration and hydrogenation of a starting acetone/ketone or aldehyde in a reaction zone and wherein water is partially eliminated from such reaction product by at least one membrane pervaporation module, the pervaporation module being fed tangentially and situated laterally to the reaction zone and operating in a loop, and wherein a fraction of reaction product exiting the reaction zone is thus partially dehydrated and recycling such dehydrated concentrate to the reaction zone.
    Type: Application
    Filed: April 22, 2009
    Publication date: February 17, 2011
    Inventors: Roberto Nasser, Dalva Janine Rita, Joël Schwartz
  • Patent number: 7884250
    Abstract: Use of a high shear mechanical device incorporated into a process for the production of chloral as a reactor device is capable of decreasing mass transfer limitations, thereby enhancing the chloral production process. A system for the production of chloral from acetaldehyde and chlorine, the system comprising a reactor and an external high shear device the outlet of which is fluidly connected to the inlet of the reactor; the high shear device capable of providing a dispersion of chlorine gas bubbles within a liquid, the bubbles having an average bubble diameter of less than about 100 ?m.
    Type: Grant
    Filed: December 10, 2009
    Date of Patent: February 8, 2011
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory G. Borsinger, Aziz Hassan
  • Publication number: 20110028764
    Abstract: The present invention relates to a process for the selective preparation of acetaldehyde, characterized in that acrolein and one or more ammonium salts dissolved in water are reacted continuously under high pressures and at temperatures of 300-400° C.
    Type: Application
    Filed: July 27, 2010
    Publication date: February 3, 2011
    Inventors: Wolfgang WENGER, Andreas HEYL, Lothar OTT, Herbert VOGEL, Paul HANSELMANN, Gökhan ARAS
  • Publication number: 20100317898
    Abstract: Present invention presents catalytic systems for aldol condensation reactions. The efficiency of the catalytic systems of the present invention is comparable to those of the classical strong acid or strong base catalysts.
    Type: Application
    Filed: September 29, 2008
    Publication date: December 16, 2010
    Inventors: Barbara Noziere, Armando Cordova
  • Patent number: 7754925
    Abstract: The present application relates to a process for reacting a composition I comprising at least one aldehyde with hydrogen in the presence of a catalyst in at least one main reactor and at least one postreactor, wherein at least 50% of the fresh hydrogen fed to the reaction system is fed into at least one postreactor. In a preferred embodiment, composition I comprises at least one further organic compound.
    Type: Grant
    Filed: July 11, 2006
    Date of Patent: July 13, 2010
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Pinkos, Gerd-Dieter Tebben, Alexander Hauk, Christian Mueller, Harald Rust
  • Patent number: 7652174
    Abstract: Use of a high shear mechanical device incorporated into a process for the production of chloral as a reactor device is capable of decreasing mass transfer limitations, thereby enhancing the chloral production process. A system for the production of chloral from acetaldehyde and chlorine, the system comprising a reactor and an external high shear device the outlet of which is fluidly connected to the inlet of the reactor; the high shear device capable of providing a dispersion of chlorine gas bubbles within a liquid, the bubbles having an average bubble diameter of less than about 100 ?m.
    Type: Grant
    Filed: June 11, 2008
    Date of Patent: January 26, 2010
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Patent number: 7649117
    Abstract: Disclosed is a process of preparing an optically active ?-hydroxycarboxylic acid derivative comprising asymmetrically hydrogenating a ?-keto compound in the presence of a catalyst comprising a transition metal complex compound having a 2,3-bis(dialkylphosphino)pyrazine derivative as a ligand. The pyrazine derivative is preferably a quinoxaline derivative, and the transition metal is preferably ruthenium. Preferred examples of the quinoxaline derivative are (S,S)-2,3-bis(tert-butylmethylphosphino)quinoxaline, (R,R)-bis(tert-butylmethylphosphino)quinoxaline, (S,S)-bis(tert-adamantylmethylphosphino)quinoxaline, and (R,R)-bis(adamantylmethylphosphino)quinoxaline.
    Type: Grant
    Filed: July 24, 2008
    Date of Patent: January 19, 2010
    Assignees: National University Corporation Chiba University, Nippon Chemical Industrial Co., Ltd.
    Inventors: Tsuneo Imamoto, Kazuhiro Yoshida, Miwako Nishimura, Aya Koide
  • Patent number: 7645908
    Abstract: A method for the chemoselective hydrogenation of ?, ? unsaturated carbonyl compounds is disclosed, in which compounds of the formula R4R3C?CR2—C(O)R1, wherein R1—R4 are as defined herein, are reacted with a hybrid donor to form a compound of formula R4R3CH—CH(R2)—C(O)R1, in which R1—R4 are as above. That method permits the selective hydrogenation of ?, ? unsaturated aldehydes and ketones without the use of metal catalysts.
    Type: Grant
    Filed: September 27, 2005
    Date of Patent: January 12, 2010
    Assignee: Studiengesellschaft Kohle mbH
    Inventors: Benjamin List, Jung Woon Yang
  • Publication number: 20090281358
    Abstract: The invention provides a heterogeneous catalyst comprising a catalytic group coupled to a mesocellular siliceous foam support. The catalytic group is capable of catalysing a reaction selected from the group consisting of a Friedel-Craft reaction and a Diels-Alder reaction.
    Type: Application
    Filed: January 19, 2006
    Publication date: November 12, 2009
    Applicant: Agency for Science Technology and Research
    Inventors: Jackie Y. Ying, Yugen Zhang, Su Seong Lee
  • Publication number: 20090182174
    Abstract: A method for the chemoselective hydrogenation of ?, ? unsaturated carbonyl compounds is disclosed, in which compounds of the formula R4R3C?CR2—C(O)R1, wherein R1-R4 are as defined herein, are reacted with a hybrid donor to form a compound of formula R4R3CH—CH(R2)—C(O)R1, in which R1-R4 are as above. That method permits the selective hydrogenation of ?, ? unsaturated aldehydes and ketones without the use of metal catalysts.
    Type: Application
    Filed: September 27, 2005
    Publication date: July 16, 2009
    Applicant: STUDIENGESELLSCHAFT KOHLE MBH
    Inventors: Benjamin List, Jung Woon Yang
  • Patent number: 7531066
    Abstract: A process for purifying an aqueous solution to obtain purified gaseous acrolein by introducing the aqueous solution into a distillation column equipped at its base with at least one boiler and at its top with at least one condenser, withdrawing a liquid mixture essentially containing water at the base of the distillation column, withdrawing a gas essentially containing acrolein and water at the top of the distillation column, cooling the gas mixture withdrawn at the top of the distillation column in the condenser, to a temperature which makes it possible to obtain, on the one hand, an aqueous condensate and, on the other hand, an acrolein-rich gas mixture, and withdrawing the acrolein-rich gas mixture.
    Type: Grant
    Filed: February 12, 2003
    Date of Patent: May 12, 2009
    Assignee: Adisseo Ireland Ltd.
    Inventors: Georges Gros, Patrick Rey, Michel Garrait
  • Publication number: 20090112026
    Abstract: Aldehyde and ketone reactants have been converted to hydroxyaldehydes, polyhydroxyaldehydes, hydroxyketones and/or polyhydroxyketones in aqueous liquid phase by an aldol condensation process where product carbon chain length was limited using specific dilute concentrations of soluble inorganic base. Reactions were reproducibly conducted at ambient pressure in a temperature range of ?25° C. to 50° C. and completed in ten minutes or less following reactant addition.
    Type: Application
    Filed: October 29, 2007
    Publication date: April 30, 2009
    Applicant: Carter Technologies
    Inventor: Melvin Keith Carter
  • Patent number: 7498469
    Abstract: Glycoaldehyde (GA) is prepared via self condensation of formaldehyde in the presence of a n-heterocyclic carbene to generate GA and glyceraldehyde (GlyAld) with selectivity toward forming the GA. The carbene is generated in situ by the addition of a base to the salt form of the catalyst. Selectivity is controlled by tuning the active site of the catalyst, either sterically and/or electronically.
    Type: Grant
    Filed: November 7, 2007
    Date of Patent: March 3, 2009
    Assignee: Eastman Chemical Company
    Inventors: Andrew James Vetter, Mesfin Ejerssa Janka, Joseph Robert Zoeller
  • Publication number: 20090005604
    Abstract: Use of a high shear mechanical device incorporated into a process for the production of chloral as a reactor device is capable of decreasing mass transfer limitations, thereby enhancing the chloral production process. A system for the production of chloral from acetaldehyde and chlorine, the system comprising a reactor and an external high shear device the outlet of which is fluidly connected to the inlet of the reactor; the high shear device capable of providing a dispersion of chlorine gas bubbles within a liquid, the bubbles having an average bubble diameter of less than about 100 ?m.
    Type: Application
    Filed: June 11, 2008
    Publication date: January 1, 2009
    Applicant: H R D CORPORATION
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Patent number: 7449607
    Abstract: The invention provides a process of preparing glycolaldehyde by reacting formaldehyde with hydrogen and carbon monoxide in the presence of a catalyst composition which is based on, a) a source of rhodium, and b) a ligand of general formula R1P—R2(I), wherein R1 is a bivalent radical that together with the phosphorous atom to which it is attached is an optionally substituted 2-phospha-tricyclo[3.3.1.1{3,7}]-decyl group, wherein from 1 to 5 of the carbon atoms has been replaced by a heteroatom, and wherein R2 is a monovalent radical which is an optionally substituted hydrocarbyl group having from 1 to 40 carbon atoms; a catalyst composition of use in said process; and a process of preparing ethylene glycol from the glycolaldehyde thus prepared.
    Type: Grant
    Filed: December 15, 2004
    Date of Patent: November 11, 2008
    Assignee: Shell Oil Company
    Inventors: Karina Quetzaly Almeida Leñero, Eit Drent, Roelof Van Ginkel, Robert Ian Pugh
  • Patent number: 7439406
    Abstract: Disclosed is a method for the catalytic hydrogenation of methylol alkanals of general formula (I), where R1 and R2 independently represent an additional methylol group or an alkyl group having with 1 to 22 carbon atoms, or an alkyl group with 1 to 22 C atoms, or an aryl group or aralkyl group with 6 to 33 carbon atoms, in the liquid phase on a hydrogenation catalyst. The inventive method is characterized in that a pH value ranging between 6.3 and 7.
    Type: Grant
    Filed: April 14, 2004
    Date of Patent: October 21, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Alexander Wartini, Matthias Dernbach, Steffen Maas
  • Publication number: 20080221366
    Abstract: The present application relates to a process for reacting a composition I comprising at least one aldehyde with hydrogen in the presence of a catalyst in at least one main reactor and at least one postreactor, wherein at least 50% of the fresh hydrogen fed to the reaction system is fed into at least one postreactor. In a preferred embodiment, composition I comprises at least one further organic compound.
    Type: Application
    Filed: July 11, 2006
    Publication date: September 11, 2008
    Applicant: BASF AKTIENGELSELLSCHAFT
    Inventors: Rolf Pinkos, Gerd-Dieter Tebben, Alexander Hauk, Christian Muller, Harald Rust
  • Patent number: 7420093
    Abstract: Disclosed are processes for the preparation of glycolaldehyde in which formaldehyde is contacted with carbon monoxide and hydrogen in the presence of a rhodium catalyst and a solvent containing at least one N,N-dihexylbutyramide. The glycolaldehyde product is recovered by extraction with water. The process provides high selectivity to glycolaldehyde and efficient separation of hydroformylation products from the solvent and rhodium catalyst.
    Type: Grant
    Filed: September 12, 2007
    Date of Patent: September 2, 2008
    Assignee: Eastman Chemical Company
    Inventors: Thomas Allen Puckette, Thomas James Devon
  • Patent number: 7323604
    Abstract: Nonmetallic, chiral organic catalysts are used to catalyze the 1,4-hydride reduction of an ?,?-unsaturated carbonyl compound. The ?,?-unsaturated carbonyl compound may be an aldehyde or cyclic ketone, and the hydride donor may be a dihydropyridine. The reaction is enantioselective, and proceeds with a variety of hydride donors, catalysts, and substrates. The invention also provides compositions effective in carrying out the 1,4-hydride addition of ?,?-unsaturated carbonyl compounds.
    Type: Grant
    Filed: November 21, 2005
    Date of Patent: January 29, 2008
    Assignee: California Institute of Technology
    Inventors: David MacMillan, Stephane Ouellet, Jamison Tuttle
  • Patent number: 7301054
    Abstract: Disclosed are catalyst solutions for the hydroformylation of formaldehyde comprising one or more fluorophosphite compounds, rhodium and a hydroformylation solvent comprising at least one N,N-disubstituted amide, N-substituted cyclic amide, or a mixture thereof. Also disclosed are hydroformylation processes wherein formaldehyde is contacted with carbon monoxide, hydrogen one or more fluorophosphite compounds, rhodium and a hydroformylation solvent to produce glycolaldehyde. The fluorophosphite-based catalysts provide good reaction rates and high selectivity to glycolaldehyde.
    Type: Grant
    Filed: March 29, 2007
    Date of Patent: November 27, 2007
    Assignee: Eastman Chemical Company
    Inventor: Thomas Allen Puckette
  • Patent number: 7145043
    Abstract: Methods, compositions, and devices for alleviating the problems of toxic discharge of aldehydes present in waste streams are disclosed. The methods relate to forming neutralized aldehydes by treating aldehydes with oxidizing agents. The oxidizing agents offer a simple, effective, fast and inexpensive solution for treatment of toxic aldehydes prior to disposal into the environment.
    Type: Grant
    Filed: December 16, 2004
    Date of Patent: December 5, 2006
    Assignee: Ethicon, Inc.
    Inventor: Peter Zhu
  • Patent number: 7094932
    Abstract: The present invention provides a method for the production of glycolaldehyde with high specificity. The hydrous thermolysis consists of the spraying of aqueous sugar solutions containing from 25 to 80% of water but preferably 30 to 60% water, as a fine mist into a reactor held at the between 500 and 600° C., but preferably between 520 and 560° C. and the condensation of the resulting vaporous product in a surface condenser with optional heat recovery. The residence time of the vaporous product in the reactor should be in the range 0.1–5 seconds, but preferably in the range 0.5 to 2 seconds. Aldose monomeric sugars, preferably glucose (also known as dextrose), are preferred for use in the aqueous solution. The yield of glycolaldehyde in the condensed liquid is minimum 50% by weight of the sugar fed for glucose solutions.
    Type: Grant
    Filed: November 8, 2001
    Date of Patent: August 22, 2006
    Assignee: Resource Transforms International Ltd.
    Inventors: Piotr A. Majerski, Jan K. Piskorz, Desmond St. A. G. Radlein
  • Patent number: 7074955
    Abstract: A continuously operated heterogeneously catalyzed gas-phase partial oxidation of at least one organic compound in an oxidation reactor is operated safely by a process in which an explosion diagram for the feed gas mixture is deposited as the basis of a cut-out mechanism in a computer.
    Type: Grant
    Filed: June 12, 2003
    Date of Patent: July 11, 2006
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Hammon, Jochen Meschke, Ulrich Rauh, Klaus Joachim Müller-Engel, Peter Schlemmer, Volker Schliephake
  • Patent number: 6900357
    Abstract: Nonmetallic, chiral organic catalysts are used to catalyze an enantioselective aldol coupling reaction between aldehyde substrates. The reaction may be carried out with a single enolizable aldehyde, resulting in dimerization to give a ?-hydroxy aldehyde, or trimerization to give a dihydroxy tetrahydropyran. The reaction may also conducted with an enolizable aldehyde and a second aldehyde, which may or may not be enolizable, so that the coupling is a cross-aldol reaction in which the ?-carbon of the enolizable aldehyde adds to the carbonyl carbon of the second aldehyde in an enantioselective fashion. Reaction systems composed of at least one enolizable aldehyde, an optional additional aldehyde, and the nonmetallic chiral organic catalyst are also provided, as are methods of implementing the enantioselective aldol reaction in the synthesis of sugars.
    Type: Grant
    Filed: April 21, 2003
    Date of Patent: May 31, 2005
    Assignee: California Institute of Technology
    Inventors: David W. C. MacMillan, Alan B. Northrup
  • Patent number: 6809224
    Abstract: Formaldehyde is removed by distillation from reaction solutions containing a methlolated alkanal which was obtained from the reaction of formaldehyde with an alkanal which has at least one acidic hydrogen atom &agr; to the carbonyl function or from the reaction of a 2-alkylacrolein or acrolein with water and formaldehyde, by a process in which this reaction was carried out in the presence of catalytic amounts of organic amine. The process permits the improved removal of formaldehyde from the reaction mixture and furthermore facilitates the hydrogenation of the alkanals thus obtained to give polyols.
    Type: Grant
    Filed: June 26, 2002
    Date of Patent: October 26, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Dernbach, Detlef Kratz, Achim Stammer, Gerhard Schulz
  • Patent number: 6787677
    Abstract: In a process for the catalytic hydrogenation of a carbonyl compound or a mixture of two or more carbonyl compounds in the presence of catalyst tablets which comprise an inorganic, TiO2-containing support and, as active component, copper or a mixture of copper with at least one metal selected from the group consisting of zinc, aluminum, cerium, nobel metals and metals of transition group VIII and whose copper surface area is not more than 10 m2/g, the diameter d and/or the height h of the tablets is less than 3 mm.
    Type: Grant
    Filed: September 29, 2003
    Date of Patent: September 7, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Koch, Steffen Maas, Wolfgang Jürgen Pöpel, Matthias Dernbach
  • Publication number: 20040147757
    Abstract: A method for producing an allyl compound having a compositional formula different from that of an allyl starting material compound, which comprises reacting the allyl starting material compound with an oxygen nucleophilic agent in the presence of a catalyst containing at least one transition metal compound containing a transition metal selected from the group consisting of transition metals belonging to Group 8 to Group 10 of the Periodic Table and a multidentate phosphite compound.
    Type: Application
    Filed: August 27, 2003
    Publication date: July 29, 2004
    Applicant: MITSUBISHI CHEMICAL CORPORATION
    Inventors: Masaki Takai, Yoshiyuki Tanaka
  • Publication number: 20040137379
    Abstract: The photoresist stripping agent of the present invention contains a reaction product that is produced by the reaction of formaldehyde and an alkanol amine in a molar ratio of 0.8 or less. The photoresist stripping agent easily removes, at low temperatures in a short period of time, photoresist layers applied on substrates, photoresist layers remaining after etching and photoresist residues after ashing subsequent to etching. The photoresist stripping agent also removes the photoresist layers and photoresist residues without corroding substrates, wiring materials, insulating layers, etc. to enable the fine processing and provide high precision circuits.
    Type: Application
    Filed: January 5, 2004
    Publication date: July 15, 2004
    Inventor: Kazuto Ikemoto
  • Patent number: 6639112
    Abstract: The invention concerns a method for preparing ketones of formula (I) wherein A and B are as defined in claim 1, consisting of reacting at a temperature ranging between 250 and 500° C. a compound of formula (II): A—X with a compound of formula (III): B—Y, wherein A, B, X and Y are as defined in claim 1, in a coolant solvent having a boiling point higher than 250 ° C.
    Type: Grant
    Filed: April 12, 2002
    Date of Patent: October 28, 2003
    Assignee: Rhodia Chimie
    Inventor: Michel Alas
  • Patent number: 6610888
    Abstract: A method of reacting a solution comprising a mixture of chemical compounds which are in chemical equilibrium with one another with at least one further chemical compound (9) is provided. The method comprises the following steps: fractionation of the solution by means of a separation method to give at least two fractions (5, 6) which are enriched in different chemical compounds of the mixture; and reaction of a fraction (5) with the further chemical compound or compounds (9). The fractionation is advantageously carried out using a film evaporator (1). Unreacted fractions (6) can be recirculated via a residence time vessel (3) back to the fractionation step. The method is particularly suitable for reactions of an aqueous formaldehyde solution in which various components of the solution (formaldehyde, methylene glycol, polyoxymethylene glycols) react in different ways.
    Type: Grant
    Filed: May 31, 2000
    Date of Patent: August 26, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Eckhard Ströfer, Stephan Scholl, Hans Hasse
  • Publication number: 20030158421
    Abstract: The invention relates to a method for the 1,3 dipolar cycloaddition of organic compounds, characterised in that the reaction is carried out in a microreactor.
    Type: Application
    Filed: April 18, 2003
    Publication date: August 21, 2003
    Inventors: Hanns Wurziger, Joeran Stoldt, Guido Pieper, Norbert Schwesinger
  • Patent number: 6548713
    Abstract: The process of this invention efficiently produces a compound having an alkyl group or alkenyl group bonded at the alpha position of an electron attractive group, or a derivative thereof, by catalytic radical addition reaction. The process reacts a compound containing an electron attractive group of Formula (1) as defined in the specification with a compound containing an unsaturated carbon-carbon bond of Formula (2) or (7) as defined in the specification to produce a compound of Formula (3) or (8) as defined in the specification. The invention is characterized by carrying out the reaction in the presence of oxygen and a catalytic compound of a Group 7, 8, or 9 element of the Periodic Table of Elements.
    Type: Grant
    Filed: November 9, 2001
    Date of Patent: April 15, 2003
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Ishii, Takahiro Iwahama, Satoshi Sakaguchi, Tatsuya Nakano
  • Patent number: 6531634
    Abstract: Methods, compositions, and devices for alleviating the problems of toxic discharge of aldehydes present in waste streams are disclosed. The methods relate to forming neutralized aldehydes by treating aldehydes with oxidizing agents. The oxidizing agents offer a simple, effective, fast and inexpensive solution for treatment of toxic aldehydes prior to disposal into the environment.
    Type: Grant
    Filed: June 29, 2001
    Date of Patent: March 11, 2003
    Inventor: Peter Zhu
  • Patent number: 6448213
    Abstract: Surfactant system mixtures of mid-chain branched primary alkyl sulfate surfactants useful in cleaning compositions, especially for lower water temperature applications, formulated with higher levels (above about 20%) of linear alkyl benzene sulfonate and low levels of cationic surfactants.
    Type: Grant
    Filed: April 10, 2000
    Date of Patent: September 10, 2002
    Assignee: Procter & Gamble Company
    Inventor: Kenneth William Willman
  • Patent number: 6433230
    Abstract: &agr;,&bgr;-Unsaturated keto compounds are prepared by base-catalyzed aldol condensation of aldehydes and/or ketones having from 1 to 15 carbon atoms, comprising: reacting the aldehydes and/or ketones with an aqueous catalyst solution under adiabatic reaction conditions; and separating the reaction mixture obtained by rapid distillation into a top product comprising water, aldehyde and/or ketone and a bottom product comprising &agr;,&bgr;-unsaturated keto compounds and aqueous catalyst phase.
    Type: Grant
    Filed: November 22, 2000
    Date of Patent: August 13, 2002
    Assignee: Oxeno Olefinchemie GmbH
    Inventors: Wilfried Bueschken, Klaus-Diether Wiese, Guido Protzmann
  • Patent number: 6403838
    Abstract: A process for making 2,7-dimethyl-2,4,6-octatrien-1,8-dial starting form an allylic halide is described. The process steps include aldehyde protection, conversion to a sulfide, oxidation to an allylic sulfone followed by a Ramberg-Backlund reaction and hydrolysis.
    Type: Grant
    Filed: September 27, 2001
    Date of Patent: June 11, 2002
    Inventors: Sangho Koo, Hojin Choi, Minsoo Park, Minkoo Ji
  • Patent number: 6369277
    Abstract: An &agr;,&bgr;-unsaturated carbonyl compound of formula (I) where R1 is saturated C1-40-hydrocarbyl or a substituted or unsubstituted aromatic radical containing moiety, and R2, R3 and R4, independently of one another, are hydrogen or a C1- to C4-alkyl group, is selectively hydrogenated in the liquid phase to a saturated carbonyl compound of formula (II) with hydrogen in the presence of a pulverulent palladium and/or rhodium catalyst and in the presence of an organic base, by conducting the hydrogenation in a packed bubble column reactor in which product is recycled and hydrogen gas is recirculated.
    Type: Grant
    Filed: August 25, 2000
    Date of Patent: April 9, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Josef Broecker, Gerd Kaibel, Werner Aquila, Hartwig Fuchs, Guenter Wegner, Manfred Stroezel