Acyclic Patents (Class 568/448)
  • Patent number: 7585856
    Abstract: The present invention is generally drawn to novel isolated therapeutic agents, termed resolvins, generated from the interaction between a dietary omega-3 polyunsaturated fatty acid (PUFA) such as eicosapentaenoic acid (EPA) or docosahexaenoic acid (DHA), cyclooxygenase-II (COX-2) and an analgesic, such as aspirin (ASA). Surprisingly, careful isolation of compounds generated from the combination of components in an appropriate environment provide di- and tri-hydroxy EPA or DHA compounds having unique structural and physiological properties. The present invention therefore provides for many new useful therapeutic di- or tri-hydroxy derivatives of EPA or DHA (resolvins) that diminish, prevent, or eliminate inflammation or PMN migration, for example. The present invention also provides methods of use, methods of preparation, and packaged pharmaceuticals for use as medicaments for the compounds disclosed throughout the specification.
    Type: Grant
    Filed: August 12, 2003
    Date of Patent: September 8, 2009
    Assignee: The Brigham and Women's Hospital, Inc.
    Inventor: Charles N. Serhan
  • Publication number: 20090176287
    Abstract: This document provides methods and materials related to the production of carotenoids. For example, microorganisms containing one or more exogenous nucleic acids and producing detectable amounts of carotenoids are provided.
    Type: Application
    Filed: February 24, 2006
    Publication date: July 9, 2009
    Inventors: Claudia Schmidt-Dannert, Benjamin N. Mijts, Pyung Cheon Lee
  • Publication number: 20090099384
    Abstract: The present invention provides a method of remedying deterioration of an insulating film which, during the remedial treatment of an insulating film deteriorated by plasma treatment, does not leave residual remedial agent on the wiring material such as the copper wiring layer, can be conducted using a dry process, and exhibits excellent applicability to mass production. The insulating film that has been deteriorated by plasma treatment is brought into contact with a remedial agent composed of a compound with a molecular structure having at least one of a nitro group and a carbonyl group, and at least one of a hydrocarbon group and a hydrogen group.
    Type: Application
    Filed: April 18, 2007
    Publication date: April 16, 2009
    Inventors: Shuji Nagano, Satoshi Hasaka, Minoru Inoue, Toshinori Shibata
  • Publication number: 20090068440
    Abstract: The present invention relates to a process for the production of acrolein, comprising the following steps: (a) bringing into contact of an aqueous glycerine phase in an acrolein reaction area to obtain an aqueous acrolein reaction phase; (b) depleting the acrolein from the acrolein reaction phase to obtain an acrolein phase and a depleted acrolein reaction phase; (c) conducting back at least a part of the depleted acrolein reaction phase into the acrolein reaction area. The invention further relates to a process for production of acrylic acid as well as of water-absorbing polymer structures, composites, in particular hygiene articles, comprising these water-absorbing polymer structures, a process for production of the composites and further chemical products based on the acrylic acid obtained by the inventive process and also the use of this acrylic acid in chemical products.
    Type: Application
    Filed: June 16, 2005
    Publication date: March 12, 2009
    Inventors: Gunther Bub, Jurgen Mosler, Andreas Sabbagh, Franz-Felix Kuppinger, Guido Stochniol, Jorg Sauer, Jorg Leistner, Gunter Latoschinski, Thorsten Schwatzke
  • Patent number: 7462742
    Abstract: An in situ or one-pot process for the preparation of the compounds of formula (I) uses a compound of general formula (I): and includes: a) the hydrogenation of a nitrile group of the compound of general formula (II): in which R1 to R4 are especially H or alkyl and n varies from 0 to 4, in the presence of a hydrogenation catalyst, a methylating agent and an organic acid as solvent, and at a temperature Ta below the initiation temperature of a reductive amination reaction, to give a primary amine from the nitrile group; and b) the reductive amination of the primary amine in the presence of hydrogen, at a temperature Tb above Ta, to give the dimethylated amine of general formula (I) by activation of the methylating age.
    Type: Grant
    Filed: January 23, 2007
    Date of Patent: December 9, 2008
    Assignee: Zach System
    Inventors: Alain Burgos, Jacques Tonnel, Valéry Dambrin, Denis Lucet, Patricia Poirier
  • Patent number: 7439403
    Abstract: The present invention primarily relates to the use of an aldehyde, substituted in alpha position by an alkyl residue, of the formula having (I) a total of 13 C atoms, wherein R means an unbranched alkyl residue having 6, 7, 8 or 9 C atoms and R? means an unbranched alkyl residue having 2, 3, 4 or 5 C atoms, or (II) a total of 15 C atoms, wherein R means an unbranched alkyl residue having 8, 9, 10 or 11 C atoms and R? means an unbranched alkyl residue having 2, 3, 4 or 5 C atoms, or a blend comprising or consisting of two, three or more such aldehydes of type (I) and/or (II), as an odoriferous or aroma substance.
    Type: Grant
    Filed: June 20, 2007
    Date of Patent: October 21, 2008
    Assignee: Symrise GmbH & Co. KG
    Inventor: Bernd Hölscher
  • Publication number: 20080248177
    Abstract: 3- and 4-Methyl-4-dodecenal, a method of their production and fragrance and flavour compositions comprising at least one of them.
    Type: Application
    Filed: June 15, 2006
    Publication date: October 9, 2008
    Applicant: GIVAUDAN SA
    Inventor: Roman Kaiser
  • Patent number: 7390875
    Abstract: The invention concerns a method for binding, in solution, at least a peptide composition and at least a lipophilic vector bearing an aldehyde function, the coupling comprising a step which consists in producing a hydrazone bond between the peptide compound and the lipophilic vector. The invention also concerns lipophilic vectors for use in this method, lipopeptides obtained by this method, uses of the lipopeptides for cell screening, and the applications of the invention, in particular for preparing targeting of an active principle of the peptide kind (for example hormone or neuropeptide) through physiological barriers such as cell membranes.
    Type: Grant
    Filed: September 7, 2001
    Date of Patent: June 24, 2008
    Assignee: Institut Pasteur de Lille
    Inventors: Dominique Bonnet, Line Bourel, Oleg Melnyk, Hélène Gras-Masse
  • Publication number: 20080125606
    Abstract: An in situ or one-pot process for the preparation of the compounds of formula (I) uses a compound of general formula (I): and includes: a) the hydrogenation of a nitrile group of the compound of general formula (II): in which R1 to R4 are especially H or alkyl and n varies from 0 to 4, in the presence of a hydrogenation catalyst, a methylating agent and an organic acid as solvent, and at a temperature Ta below the initiation temperature of a reductive amination reaction, to give a primary amine from the nitrile group; and b) the reductive amination of the primary amine in the presence of hydrogen, at a temperature Tb above Ta, to give the dimethylated amine of general formula (I) by activation of the methylating age.
    Type: Application
    Filed: January 23, 2007
    Publication date: May 29, 2008
    Applicant: PPG-SIPSY
    Inventors: Alain Burgos, Jacques Tonnel, Valerie Dambrin, Denis Lucet, Patricia Poirier
  • Publication number: 20080015392
    Abstract: The present invention primarily relates to the use of an aldehyde, substituted in alpha position by an alkyl residue, of the formula having (I) a total of 13 C atoms, wherein R means an unbranched alkyl residue having 6, 7, 8 or 9 C atoms and R? means an unbranched alkyl residue having 2, 3, 4 or 5 C atoms, or (II) a total of 15 C atoms, wherein R means an unbranched alkyl residue having 8, 9, 10 or 11 C atoms and R? means an unbranched alkyl residue having 2, 3, 4 or 5 C atoms, or a blend comprising or consisting of two, three or more such aldehydes of type (I) and/or (II), as an odoriferous or aroma substance.
    Type: Application
    Filed: June 20, 2007
    Publication date: January 17, 2008
    Applicant: SYMRISE GMBH & CO. KG
    Inventor: Bernd hOLSCHER
  • 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: 7030281
    Abstract: A process for the production of 3,3-dimethylbutyraldehyde is disclosed. The 3,3-dimethylbutyraldehyde is obtained by the reduction of 3,3-dimethylbutyric acid using trimethylacetic anhydride and a phosphine. The 3,3-dimethylbutyric acid is preferably obtained by a process in which tert-butanol and vinylidene chloride are reacted in the presence of sulfuric acid. The disclosed process has improved cost and yield.
    Type: Grant
    Filed: March 18, 2003
    Date of Patent: April 18, 2006
    Assignee: The NutraSweet Company
    Inventors: Indra Prakash, Robert L. Augustine, Setrak K. Tanielyan
  • Patent number: 6867175
    Abstract: A Compound corresponding to formula (I): wherein X is a group selected from the group consisting of —CHO, —CN, —CH?NOH, and —CH2OH, and wherein the C?C double bond assumes a Z or E configuration.
    Type: Grant
    Filed: April 28, 2001
    Date of Patent: March 15, 2005
    Assignee: Kao Corporation
    Inventors: Thomas Markert, Theo Ten Pierik, Werner Faber
  • Patent number: 6818450
    Abstract: The present invention is directed to an analytical method for measuring the concentration of an N-(phosphonomethyl)iminodiacetic acid (“NPMIDA”) substrate, an N-(phosphonomethyl)glycine product, formaldehyde, formic acid, N-methyl-N-(phosphonomethyl)glycine (“NMG”), N-methyl-aminomethylphosphonic acid (MAMPA) or aminomethylphosphonic acid (“AMPA”)) in an aqueous mixture thereof, using infrared spectroscopy. The present invention is also directed to a process for oxidizing an N-(phosphonomethyl)iminodiacetic acid substrate to form a N-(phosphonomethyl)glycine product, and as part of the process, measuring the concentration of at least one reactant, product or byproduct of the oxidation reaction using the analytical method of the present invention and controlling the oxidation process in response to the measurement taken.
    Type: Grant
    Filed: May 17, 2002
    Date of Patent: November 16, 2004
    Assignee: Monsanto Technology LLC
    Inventors: David R. Eaton, Walter Gavlick, Gary Klopf, Arnold Hershman, Denis Forster
  • Patent number: 6713655
    Abstract: Alcohols, ethers, aldehydes, and olefins are manufactured from alkanes by mixing an alkane and a halogen selected from the group including chlorine, bromine, and iodine in a reactor to form alkyl halide and hydrogen halide. The alkyl halide only or the alkyl halide and the hydrogen halide are directed into contact with metal oxide to form an alcohol and/or an ether, or an olefin and metal halide. The metal halide is oxidized to form original metal oxide and halogen, both of which are recycled.
    Type: Grant
    Filed: February 12, 2003
    Date of Patent: March 30, 2004
    Inventors: Aysen Yilmaz, Gurkan Atinc Yilmaz, Ivan M. Lorkovic, Galen D. Stucky, Peter C. Ford, Eric McFarland, Jeffrey H. Sherman
  • Patent number: 6521797
    Abstract: The present invention is an oxime carboxylic acid derivative having the formula I: wherein n is 1 or 0, X is O, R2 and R3 being part of an oxime R2R3C═NOH are individually, substituted or unsubstituted, branched or unbranched alkyl-, alkenyl-, akinyl-, cycloalkyl-, cycloalkenyl-, or aromatic radical and contain less than 30 carbon atoms, and R1 is a substituted or unsubstituted, branched or unbranched alkyl-, alkenyl-, akinyl-, cycloalkyl-, cycloalkenyl-, alkoxyalkyl-, aryloxyaryl-, alkoxyaryl-, aryloxyalkyl-, or aromatic radical, or XnR1 is which are useful as precursors for the delivery of organoleptic compounds, especially for flavors, fragrances and masking agents, and/or antimicrobial compounds.
    Type: Grant
    Filed: August 17, 1999
    Date of Patent: February 18, 2003
    Assignee: Givaudan AG
    Inventors: Denise Anderson, Georg Frater
  • Patent number: 6518453
    Abstract: In a process for stabilizing chemical compounds having at least one ethylenically unsaturated bond to undesired free radical polymerization, a nitroxyl radical and a chemical compound containing phosphorus in chemically bonded form are added to the unsaturated compound present as pure substance or as a component of a mixture.
    Type: Grant
    Filed: July 3, 2001
    Date of Patent: February 11, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Friedrich Sutoris, Gerhard Wagenblast, Volker Schliephake, Jürgen Schröder, Klaus Joachim Müller-Engel, Harald Keller, Thomas Jaworek
  • Publication number: 20020040166
    Abstract: A process directed to the preparation of 2-substituted and 2,2-disubstituted acetals of malondialdehyde from ortho formates and substituted vinyl ethers in the presence of an acidic catalyst.
    Type: Application
    Filed: January 28, 2000
    Publication date: April 4, 2002
    Inventors: Frank Bauer, Chitoor Subramaniam
  • Publication number: 20010053852
    Abstract: A process for preparing alkyl- or aryloxyacetaldehydes of the formula 1
    Type: Application
    Filed: July 3, 2001
    Publication date: December 20, 2001
    Inventors: Karlheinz Giselbrecht, Rudolf Hermanseder
  • Patent number: 6326519
    Abstract: Diallylic sulfides represented by Formula I wherein: R1 and R2 are independently chosen from the group consisting of —CHO, —CH2Cl, —CH2Br, —CH2I, —CH2OH, CH2OSO2CF3, —CH2OSO2Ph, —CH2OSO2C6H4CH3 and —CH2OSO2CH3 and processes for making the same.
    Type: Grant
    Filed: June 4, 2001
    Date of Patent: December 4, 2001
    Inventors: Sangho Koo, Hojin Choi, Minsoo Park, Minkoo Ji
  • Patent number: 6323174
    Abstract: The invention provides a chain diene compound with desirable regioselectivity, in the presence of a specific ruthenium compound. This chain diene compound is a promising raw material for terpene. It has a structure represented by the general formula (I): wherein R1 represents H, a C1-C6 alkyl group which may be substituted or a C2-C6 alkenyl group which may be substituted, R2 represents a phenyl group which may have a C1-C4 alkyl group or a C1-C12 acyloxy group which may have a phenyl group or a naphthyl group, or a benzyl group or R2 is a hydroxy group which reversibly forms an aldehyde group through shifting of the position of the double bond adjacent to said hydroxy group. The chain diene compound is produced by reacting 2-substituted-1,3-butadienes with terminal olefins in the presence of a ruthenium compound in a hydrophilic solvent.
    Type: Grant
    Filed: May 16, 2000
    Date of Patent: November 27, 2001
    Assignee: Takasago International Corporation
    Inventors: Mitsuhiko Fujiwhara, Takenobu Nishikawa, Yoji Hori, Toshimitsu Hagiwara, Hisao Iwai, Takashi Miura
  • Patent number: 6307093
    Abstract: Esters of branched C9 alcohols suitable as plasticizers are formed by esterification of a C9 alcohol produced by the aldol condensation from propanal and a C6 aldehyde and hydrogenation, the propanal optionally having been made from natural gas streams.
    Type: Grant
    Filed: November 24, 1999
    Date of Patent: October 23, 2001
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Allen David Godwin, Richard Henry Schlosberg, Frank Hershkowitz, Michael G Matturro, Gabor Kiss, Kirk Christian Nadler, Philippe Louis Buess, Richard C Miller, Paul William Allen, Harry William Deckman, Raf Caers, Edmund John Mozeleski, Robert P Reynolds
  • Patent number: 6268488
    Abstract: The present invention provides a compound that includes an active therapeutic agent attached to a blocking moiety that is sensitive to the catalytic action of molecules having retro-aldol and retro-Michael catalytic activity, methods for making such compounds and methods of converting such compounds to active therapeutic agents using molecules having aldolase activity.
    Type: Grant
    Filed: May 25, 1999
    Date of Patent: July 31, 2001
    Inventors: Carlos F. Barbas, III, Doron Shabat, Christoph Rader, Benjamin List, Richard A. Lerner
  • Patent number: 6156905
    Abstract: The invention relates to a process for the production of epothilones and intermediate products within the process.Epothilones A and B are natural substances, which can be produced by microorganisms, and the taxols have similar properties and are thus of particular interest in pharmaceutical chemistry.
    Type: Grant
    Filed: January 6, 2000
    Date of Patent: December 5, 2000
    Assignee: Novartis AG
    Inventors: Dieter Schinzer, Anja Limberg, Oliver M. Bohm, Armin Bauer, Martin Cordes
  • Patent number: 6156694
    Abstract: The present invention relates to a Raney catalyst comprising iron, cobalt, a third metal wherein the third metal is selected from the group consisting of nickel, rhodium, ruthenium, palladium, platinum, osmium, iridium and mixtures of any of the metals of this group.
    Type: Grant
    Filed: November 5, 1998
    Date of Patent: December 5, 2000
    Assignee: E. I. Dupont De Nemours & Company
    Inventor: Mark Jay Harper
  • Patent number: 6121483
    Abstract: A 3-alkoxypropionic ester derivative, an olefin polymerization solid catalyst component using the same, an olefin polymerization catalyst using the same, and a process for the preparation of a polyolefin using the same. The 3-alkoxypropionic ester derivative is represented by formula (I): ##STR1## wherein R.sup.1 represents a hydrocarbon group having from 1 to 10 carbon atoms; R.sup.2 represents a hydrocarbon group having from 1 to 20 carbon atoms; R.sup.3 represents a hydrocarbon group having from 1 to 20 carbon atoms; and R.sup.4 represents a branched hydrocarbon group having 3 or more carbon atoms.
    Type: Grant
    Filed: February 8, 2000
    Date of Patent: September 19, 2000
    Assignee: Showa Denko K.K.
    Inventors: Masaki Fushimi, Shintaro Inazawa
  • Patent number: 6013816
    Abstract: Process for the preparation of a linear .omega.-formyl-carboxylic acid or a corresponding linear formylnitrile compound starting from an internally unsaturated C.sub.4 -C.sub.12 carboxylic acid or a corresponding ester or nitrile by means of hydroformylation in the presence of carbon monoxide, hydrogen and a catalyst system, wherein the hydroformylation is carried out in an aqueous medium and in that the catalyst system comprises platinum and a water-soluble organic bidentate ligand.
    Type: Grant
    Filed: July 5, 1996
    Date of Patent: January 11, 2000
    Assignee: DSM NV
    Inventors: Onko J. Gelling, Imre Toth
  • Patent number: 5986146
    Abstract: A process for the heterogeneous exothermic synthesis of formaldehyde, in particular in a reactor of the type comprising a plurality of adiabatic catalytic beds connected in series, provides the step of feeding to the reactor the methanol necessary for the synthesis distributed in at least two portions, each fed to respective distinct catalytic beds.
    Type: Grant
    Filed: December 5, 1997
    Date of Patent: November 16, 1999
    Assignee: Floriall Holdings Limited
    Inventor: Giancarlo Sioli
  • Patent number: 5959154
    Abstract: A process for the heterogeneous exothermic synthesis of formaldehyde, in particular in reactors of the type comprising a plurality of adiabatic catalytic beds connected in series, provides the step of flowing the gaseous reagents across at least one of the catalytic beds with substantially radial flow.
    Type: Grant
    Filed: December 1, 1997
    Date of Patent: September 28, 1999
    Assignee: Floriall Holdings Limited
    Inventor: Giancarlo Sioli
  • Patent number: 5925797
    Abstract: The invention relates to the .beta.-methylene aldehydes of formula: ##STR1## in which: R.sub.1 and R.sub.2, which may be identical or different, are chosen from a hydrogen atom and optionally substituted carboacyclic, radicals,R.sub.3 and R.sub.4, which may be identical or different, are chosen from a hydrogen atom and optionally substituted carbocyclic, radicals, it not being possible for R.sub.3 and R.sub.4 simultaneously to be a hydrogen atom.The invention also relates to the use of these compounds for the preparation of compounds of interest, in particular from the retinoid or carotenoid family, and the respective structural analogs thereof.
    Type: Grant
    Filed: May 9, 1996
    Date of Patent: July 20, 1999
    Assignee: Centre National de la Recherche Scientifique (CNRS)
    Inventors: Michel Giraud, Pierre Potier, Zo Andriamialisoa, Alain Valla
  • Patent number: 5723580
    Abstract: The present invention is directed to novel ketomethylene group-containing aldehyde inhibitors of cysteine or serine proteases. Methods for the use of the protease inhibitors are also described.
    Type: Grant
    Filed: May 7, 1996
    Date of Patent: March 3, 1998
    Assignee: Cephalon, Inc.
    Inventor: Sankar Chatterjee
  • Patent number: 5639919
    Abstract: The present invention relates to novel intermediates for the preparation of vitamin A and carotenoids, corresponding to the following formula (I): ##STR1## in which X is a carbon atom; n is equal to 1 or 2; R.sub.1, R.sub.2 and R.sub.3, which may be identical or different, each independently represent hydrogen, alkyl containing 1 to 4 carbon atoms, alkenyl containing 2 to 11 carbon atoms or aryl, each alkyl and alkenyl may be linear, branched or cyclic, or R.sub.1 and R.sub.2 can together with the carbon atom to which they are attached form a cycloaliphatic compound which is optionally substituted; and R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8, which may be identical or different, each independently represent hydrogen, alkyl containing 1 to 4 carbon atoms or alkenyl containing 2 to 10 carbon atoms, each alkyl or alkenyl being linear, or if containing sufficient numbers of carbon atoms, may also be branched or cyclic, or an aryl containing 6 to 10 carbon atoms, or any two of R.sub.4, R.sub.5, R.sub.6, R.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: June 17, 1997
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventor: Hugues Bienayme
  • Patent number: 5563235
    Abstract: Fluorinated aldehydes are made by reacting a fluorinated acyl chloride with a silicon hydride in the presence of palladium. Also disclosed are fluorinated ether aldehydes and their polymers, a process for making fluorinated aldehydes polymers using titanium or aluminum alkoxide catalysts, and a process for endcapping fluorinated polymers using perfluoroallyl fluorosulfate or fluorine.
    Type: Grant
    Filed: January 16, 1996
    Date of Patent: October 8, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William B. Farnham
  • Patent number: 5512652
    Abstract: Fluorinated aldehydes are made by reacting a fluorinated acyl chloride with a silicon hydride in the presence of palladium. Also disclosed are fluorinated ether aldehydes and their polymers, a process for making fluorinated aldehydes polymers using titanium or aluminum alkoxide catalysts, and a process for endcapping fluorinated polymers using perfluoroallyl fluorosulfate or fluorine.
    Type: Grant
    Filed: February 14, 1995
    Date of Patent: April 30, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William B. Farnham
  • Patent number: 5471005
    Abstract: A procedure for forming methylmalonaldehyde from propionaldehyde, an alkyl formate and a sodium alkoxide, utilizing a crossed-Claisen condensation is disclosed. The procedure avoids the formation of aldol condensation products. Also disclosed are processes for preparing 3-alkoxy-2-methylpropenals such as 2-methyl-3-(2-methyl-2-propenoxy)propenal from methylmalonaldehyde. The latter products are useful in the synthesis of carotenoids.
    Type: Grant
    Filed: November 18, 1994
    Date of Patent: November 28, 1995
    Assignee: Loyola University of Chicago
    Inventor: James H. Babler
  • Patent number: 5453547
    Abstract: A novel process for the manufacture of .gamma.-acetoxytiglic aldehyde ("C.sub.5 -aldehyde"), which is known as an important starting material for the production of vitamin A acetate from a (.beta.-ionylidenethyl)triphenylphosphonium halide and C.sub.5 -aldehyde, comprises treating a pentenyn-3-ol of the formula HC.tbd.C--C(CH.sub.3)(OH)--CH.dbd.C(R).sub.2 (II), wherein both R's signify either hydrogen or methyl, with ozone, preferably in a lower alkanol R.sup.1 OH, wherein R.sup.1 signifies C.sub.1-4 -alkyl, to obtain an aldehyde 2-hydroxy-2-methyl-3-butynal of the formula HC.tbd.C--C(CH.sub.3)(OH)--CHO (III). The aldehyde III may be converted to the C.sub.5 -aldehyde by conventional means.
    Type: Grant
    Filed: September 30, 1994
    Date of Patent: September 26, 1995
    Assignee: Hoffman-La Roche Inc.
    Inventor: Ulriche Zutter
  • Patent number: 5434311
    Abstract: In hydroformylation comprising allowing an ethylenically unsaturated compound to react with carbon monoxide and hydrogen in the presence of a catalyst to convert it into a corresponding aldehyde, the catalyst is a rhodium-containing catalyst comprising;(a) a rhodium compound;(b) an organic phosphorus compound having at least one tertiary amine residual group and at least one tertiary phosphorus residual group, having the ability of coordination to said rhodium compound; and optionally(c) an acidic compound with which at least part of the tertiary amine residual group of the organic phosphorus compound is converted into ammonium ions.
    Type: Grant
    Filed: April 19, 1994
    Date of Patent: July 18, 1995
    Assignee: Kuraray Co., Ltd.
    Inventors: Toshihiro Omatsu, Yasuo Tokitoh
  • Patent number: 5420347
    Abstract: Immunoregulatory N-(S-3-alkyl-4-heptenoyl)- and N-(S-3-alkylheptanoyl)-D-gamma-glutamyl-glycyl-D-alanine and esters thereof are synthesized via R-trans-2-hexen-4-ols, R-3-alkyl-4-heptenoic acid and S-3-alkylheptanoic acid.
    Type: Grant
    Filed: December 1, 1993
    Date of Patent: May 30, 1995
    Assignee: Pfizer Inc.
    Inventor: Charles W. Murtiashaw
  • Patent number: 5414140
    Abstract: Fluorinated aldehydes are made by reacting a fluorinated acyl chloride with a silicon hydride in the presence of palladium. Also disclosed are fluorinated ether aldehydes and their polymers, a process for making fluorinated aldehydes polymers using titanium or aluminum alkoxide catalysts, and a process for endcapping fluorinated polymers using perfluoroallyl fluorosulfate or fluorine.
    Type: Grant
    Filed: January 21, 1992
    Date of Patent: May 9, 1995
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: William B. Farnham
  • Patent number: 5256199
    Abstract: Cement and aggregates are mixed with each other by the use of a dispersant to the effect of water reduction and prevention of slump loss, the dispersant comprising (1) (I), (IIa), and an amine reaction terminator of (IIb), (IIc), (IVg) and/or (IVh); (2) (I), (IIb) and/or (IIc) and (IIIe) and/or (IIIf); or (3) (I), (IIa) and (IIIe) and/or (IIIf), in which formulae, R is hydrogen or an alkyl having 1 to 6 carbon atoms; X is an alkali metal; X.sub.1 is hydrogen, an alkyl having 1 to 6 carbon atoms, carboxylic acid group, an alkali metal salt carboxylate, sulfonic acid group, an alkali metal salt sulfonate, hydroxy or methoxy; Y.sub.1 is carboxylic acid or an alkali metal salt carboxylate, sulfonic acid or an alkali metal salt sulfonate; Y is hydrogen or an alkali metal; Z is hydrogen, an alkyl having 1 to 6 carbon atoms or --CH.sub.2 SO.sub.3 M; and M is hydrogen or an alkali metal.
    Type: Grant
    Filed: July 30, 1991
    Date of Patent: October 26, 1993
    Assignee: Kao Corporation
    Inventors: Fuzio Yamato, Shuichi Fujita, Tatsuo Izumi, Yoshiaki Tanisho, Kazushige Kitagawa
  • Patent number: 5169598
    Abstract: A method for inhibiting corrosion of ferrous surfaces in an acidic, aqueous medium having a temperature of at least about 200.degree. F. is disclosed. The method comprises incorporating into the mediumn a corrosion inhibiting amount of a corrosion inhibitor comprising the reaction product of an aldehyde and a composition corresponding to the formula: ##STR1## wherein R.sup.1 is a hydrocarbon group, R.sup.2 and R.sup.3 are independently selected from H and alkyl, R.sup.4 is H, alkyl, alkanol or (alkylene-N).sub.n H wherein n is at least one, and x is 2 or 3. The present invention is also directed to a such method in which the corrosion inhibitor comprises a compound corresponding to the formula: ##STR2## wherein R.sup.1, R.sup.2, and R.sup.3 and x are defined as above.
    Type: Grant
    Filed: May 29, 1991
    Date of Patent: December 8, 1992
    Assignee: Petrolite Corporation
    Inventors: Michael J. Zetlmeisl, Eddie C. French
  • Patent number: 5166373
    Abstract: The present invention provides novel acyclic terpenes of the formula: ##STR1## which are useful as intermediates for the industrially advantageous production of sarcophytol A.
    Type: Grant
    Filed: December 30, 1991
    Date of Patent: November 24, 1992
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Hisao Takayanagi, Yasunori Kitano, Yasuhiro Morinaka
  • Patent number: 5157133
    Abstract: The present invention relates to dihydropyran derivatives, processes for preparing, and processes of using the derivatives. The derivatives are prepared by condensation of lithium dienolate of prenal with an aldehyde or a ketone.The pyran derivative prepared from .beta.-ionylideneacetaldehyde when treated in the presence of a catalyst directly forms retinal.
    Type: Grant
    Filed: December 3, 1990
    Date of Patent: October 20, 1992
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventors: Pierre F. Chabardes, Lucette Duhamel, Pierre Duhamel, Jerome Guillemont, Jean-Marie Poirier
  • Patent number: 5134167
    Abstract: 1-Azabutadienes of the formula ##STR1## where R.sup.1 and R.sup.2 are each phenyl, biphenyl, naphthyl or pyridyl, and these radicals may be substituted, or are each alkyl which is unsubstituted or substituted, R.sup.3 is substituted or unsubstituted phenyl or a radical OR.sup.4, where R.sup.4 is hydrogen, alkyl or an aromatic or aliphatic acyl group, or R.sup.3 is a radical NHR.sup.5, where R.sup.5 is hydrogen, substituted or unsubstituted phenyl, or the carbamide group, and fungicidal agents containing these compounds.
    Type: Grant
    Filed: July 11, 1990
    Date of Patent: July 28, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Lauer, Bernhard Zipperer, Norbert Goetz, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 5116813
    Abstract: The present invention relates to a perfume composition comprising a methyl branched aliphatic compound and the methyl branched aliphatic compound useful as perfume material and a method for imparting a fragrance by using such compounds and compositions.
    Type: Grant
    Filed: March 14, 1990
    Date of Patent: May 26, 1992
    Assignee: Kao Corporation
    Inventors: Katsuhiko Tajima, Sachio Tanaka
  • Patent number: 5093538
    Abstract: A novel process for converting myrcene to citral using palladium (II) chloride in the presence of water, an immiscible solvent, a phase transfer agent, and a metal oxoanionic salt. A novel process for converting a palladium-myrcene complex to citral using a phase transfer agent and a metal oxoanionic salt in the presence of water and an immiscible solvent is also disclosed.
    Type: Grant
    Filed: January 26, 1990
    Date of Patent: March 3, 1992
    Assignee: Union Camp Corporation
    Inventor: James B. Woell
  • Patent number: 5087774
    Abstract: A novel process for converting myrcene to a key palladium-myrcene complex using palladium (II) chloride in the presence of an aqueous cycloamide solvent and lithium salt is disclosed. Novel processes for converting the palladium-myrcene complex to citral using a phosphine compound, or to nerol using a nitrogen-donor compound in the presence of hydrogen gas, are also presented.
    Type: Grant
    Filed: July 10, 1990
    Date of Patent: February 11, 1992
    Assignee: Union Camp Corporation
    Inventor: James B. Woell
  • Patent number: 5081313
    Abstract: The preparation of 2,3-dialkoxypropanals of the general formula I ##STR1## in which R.sup.1 and R.sup.2 denote C.sub.1 -C.sub.8 -alkyl or C.sub.5 - or C.sub.6 -cycloalkyl which may or may not bear substituents which are inert under the conditions of the reaction, wherein a 1,2-dialkoxy ethene of the general formula IIR.sup.1 O--HC.dbd.CH--OR.sup.2 (II)is reacted with carbon monoxide and hydrogen in the presence of a rhodium-containing catalyst.
    Type: Grant
    Filed: May 23, 1990
    Date of Patent: January 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Koeffer, Robert Maerkl, Werner Bertleff
  • Patent number: 5077043
    Abstract: The present invention provides mainly (3Z,6Z)-cis-9,10-epoxy-1,3,6-heneicosatriene (formula 1) and (3Z, 6Z)-cis-9,10-epoxy-1,3,6-elcosatriene (formula 2) which are Hyphantria cunea sex pheromones. The invention provides attractant components having high attraction effect for Hyphantria cunea, that is, Hyphantria cumea sex pheromones having high attraction activity and the intermediates which can selectively synthesize such pheromones with great ease.Furthermore, the invention provides attractant compositions with high attraction effect for Hyphantria cunea including such above noted pheromones.Consequently, this invention is completed.
    Type: Grant
    Filed: June 11, 1990
    Date of Patent: December 31, 1991
    Assignees: Nitto Denko Co. Ltd., Fuji Yakuhin Kogyo Kabushiki Kaisha
    Inventors: Miklos Toth, Hans-Rudolf Buser, Heinrich Arn, Kenji Mori, Yasuo Ninomiya, Tetsuo Omata, Shuji Senda, Tadashi Takeuchi, Masakazu Aburatani
  • Patent number: 5017726
    Abstract: A novel process for converting myrcene to a key palladium-myrcene complex using palladium (II) chloride in the presence of an aqueous cycloamide solvent and lithium salt is disclosed. Novel processes for converting the palladium-myrcene complex to citral using a phosphine compound, or to nerol using a nitrogen-donor compound in the presence of hydrogen gas, are also presented.
    Type: Grant
    Filed: November 9, 1988
    Date of Patent: May 21, 1991
    Assignee: Union Camp Corporation
    Inventor: James B. Woell