Aldehyde Reacted With Ketone Patents (Class 568/313)
  • Patent number: 11434189
    Abstract: A method for isolating curcuminoids from turmeric rhizome includes the steps of a) subjecting the turmeric rhizome to extraction with a first ethanol solution having an ethanol concentration ranging from 90% to 100% at a stirring speed ranging from 100 rpm to 300 rpm so as to obtain an ethanol-extracted product; and b) subjecting the ethanol-extracted product to crystallization with a second ethanol solution having an ethanol concentration ranging from 90% to 100 at a temperature ranging from 2° C. to 8° C. and a stirring speed ranging from 40 rpm to 300 rpm so as to obtain the curcuminoids.
    Type: Grant
    Filed: October 20, 2021
    Date of Patent: September 6, 2022
    Assignees: I-MEI FOODS CO., LTD.
    Inventors: Ken-Pei Wong, Ya-Chi Tsai
  • Publication number: 20150071866
    Abstract: A method is described for producing a compound having the formula (I) or an admixture comprising a compound having the formula (I), having the following steps: dissolving an indanone having the formula (II) in a solvent or in an admixture which contains a solvent, the solvent being selected from the group of solvents which form an azeotrope with water, converting the indanone having the formula (II) with an aromatic aldehyde having the formula (III) in the presence of at least one organic base, according to the drawing: where R1 and R2 independently of each other signify hydrogen or a branched or unbranched alkyl group having from 1 to 12 carbon atoms and where R3, R4, R5, R6, R7, R8, R9, R10 and R11 independently of each other signify hydrogen, hydroxy or a branched or unbranched alkyl or alkoxy group having from 1 to 12 carbon atoms and removing water formed from the reaction admixture during the conversion.
    Type: Application
    Filed: August 24, 2012
    Publication date: March 12, 2015
    Applicant: SYMRISE AG
    Inventors: Oskar Koch, Dietmar Schatkowski, William Johncock, Christel Jahnke, Karl-Georg Fahlbusch
  • Publication number: 20140275400
    Abstract: The present invention provides methylene beta-diketone monomers, methods for producing the same, and compositions and products formed therefrom. In the method for producing the methylene beta-diketones of the invention, a beta-diketone is reacted with a source of formaldehyde in a modified Knoevenagel reaction optionally in the presence of an acidic or basic catalyst, and optionally in the presence of an acidic or non-acidic solvent, to form reaction complex. The reaction complex may be an oligomeric complex. The reaction complex is subjected to further processing, which may be vaporization by contact with an energy transfer means in order to isolate the beta-diketone monomer. The present invention further compositions and products formed from methylene beta-diketone monomers of the invention, including monomer-based products (e.g., inks, adhesives, coatings, sealants or reactive molding) and polymer-based products (e.g., fibers, films, sheets, medical polymers, composite polymers and surfactants).
    Type: Application
    Filed: October 18, 2012
    Publication date: September 18, 2014
    Inventors: Yangbin Chen, Adam G. Malofsky, Jeffrey M. Sullivan, Stanley C. Wojciak, Tanmoy Dey, Bernard M. Malofsky
  • Patent number: 8809591
    Abstract: The present invention is directed to a process for the manufacture of 2,3,5-trimethyl-hydro-p-benzoquinone comprising the following steps: a) hydrogenating 2,6-dimethyl-p-benzoquinone with hydrogen in the presence of a hydrogenation catalyst in an organic solvent to obtain 2,6-dimethyl-hydro-p-benzoquinone; b) reacting 2,6-dimethyl-hydro-p-benzoquinone with a secondary amine and formal-dehyde in an organic solvent to obtain 2,6-dimethyl-3-(N,N-disubstituted aminomethyl)-hydro-p-benzoquinone; c) reacting 2,6-dimethyl-3-(N,N-disubstituted aminomethyl)-hydro-p-benzoquinone with hydrogen in the presence of a hydrogenolysis catalyst in an organic solvent to obtain 2,3,5-trimethylhydro-p-benzoquinone; wherein the organic solvent in all steps a), b) and c) is independently selected from the group consisting of methyl tert.-butyl ether, ethyl tert.-butyl ether, methyl tert.-amyl ether, methoxycyclopentane and any mixtures thereof. Preferably the organic solvent used in all steps a), b) and c) is the same.
    Type: Grant
    Filed: August 25, 2011
    Date of Patent: August 19, 2014
    Assignee: DSM IP Assets B.V.
    Inventors: Werner Bonrath, Thomas Netscher, Jan Schütz, Bettina Wüstenberg
  • Publication number: 20140039184
    Abstract: The present disclosure relates to a compound of formula (1): where R1 through R8, which can be identical or different from each other, each are selected from of the group comprising hydrogen and the radical —(CH2)k—X, where k is a whole number from 1 to 20 and where X is an organic radical comprising a) at least one neutral, protonizable nitrogen atom and/or b) at least one positively charged nitrogen atom, under the provision that at least 1 radical R1 through R8 is not hydrogen. The invention further relates to the production and use of said compound.
    Type: Application
    Filed: February 23, 2012
    Publication date: February 6, 2014
    Inventors: Wolfgang Bäumler, Ariane Felgenträger, Karin Lehner, Tim Maisch, Johannes Regensburger, Francesco Santarelli, Andreas Spath
  • Publication number: 20140039182
    Abstract: The present invention relates to compositions, for example, the DBU/Hexafluoroacetone hydrate salt, and processes of preparing and using the same for the modification of chemical compounds via the release of trifluoroacetate. The DBU/Hexafluoroacetone hydrate salt can perform trifluoromethylation reactions on chemical compounds, such as carbonyl group-containing compounds.
    Type: Application
    Filed: March 22, 2012
    Publication date: February 6, 2014
    Inventors: David A. Colby, Mark V. Riofski, Changho Han
  • Patent number: 8618346
    Abstract: The subject invention provides a potentially economically viable process for the destruction of small to large quantities of sulfur and nitrogen mustards and lewisite, their homologous/analogues, and similar chemical warfare agents at ambient conditions without producing any toxic by-products. The process uses the superoxide ion that is either electrochemically generated by the reduction of oxygen in ionic liquids or chemically by dissolving Group 1 (alkali metals) or Group 2 (alkaline earth metals) superoxides, e.g. potassium superoxide, in ionic liquids.
    Type: Grant
    Filed: March 26, 2008
    Date of Patent: December 31, 2013
    Assignee: King Saud University
    Inventors: Inas Muen Al Nashef, Saeed M. Al Zahrani
  • Publication number: 20130289295
    Abstract: The present invention relates to a new process for the diastereoselective preparation of (1R*,4R*,5S*,6S*)-6-hydroxy-5-arylbicyclo[2.2.2]octan-2-one compounds, the compounds of the formula (II), which may subsequently be further transformed to 5-aryl-bicyclo[2.2.2]oct-5-en-2-one compounds of the formula (I): The present invention further relates to novel (1R*,2S*,3S*,4R*)-6-oxo-3-arylbicyclo[2.2.2]octan-2-yl methanesulfonate compounds as such, which compounds are useful intermediates in the preparation of 5-aryl-bicyclo[2.2.2]oct-5-en-2-one compounds of the formula (I).
    Type: Application
    Filed: October 19, 2011
    Publication date: October 31, 2013
    Applicant: Actelion Pharmaceuticals Ltd.
    Inventors: Stefan Abele, Jacques-Alexis Funel
  • Publication number: 20130289229
    Abstract: A complex of formula (I): wherein M is zirconium or hafnium; each X is a sigma ligand; L is a divalent bridge selected from —R?2C—, —R?2C—CR?2—, —R?2Si—, —R?2Si—SiR?2—, —R?2Ge—, wherein each R? is independently a hydrogen atom, C1-C20-hydrocarbyl, tri(C1-C20-alkyl)silyl, C6-C20-aryl, C7-C20-arylalkyl or C7-C20-alkylaryl; each R1 is a C4-C20 hydrocarbyl radical branched at the ?-atom to the cyclopentadienyl ring, optionally containing one or more heteroatoms belonging to groups 14-16, or is a C3-C20 hydrocarbyl radical branched at the ?-atom to the cyclopentadienyl ring where the ?-atom is an Si-atom; n is 0-3; each R18 is the same or different and may be a C1-C20 hydrocarbyl radical optionally containing one or more heteroatoms belonging to groups 14-16; each R4 is a hydrogen atom or a C1-6-hydrocarbyl radical; each W is a 5 or 6 membered aryl or heteroaryl ring wherein each atom of said ring is optionally substituted with an R5 group each R5 is the same or different and is a C1-C20 hydrocarbyl radical option
    Type: Application
    Filed: June 29, 2011
    Publication date: October 31, 2013
    Applicant: BOREALIS AG
    Inventors: Pascal Castro, Luigi Resconi, Lauri Huhtanen
  • Publication number: 20130211080
    Abstract: The present invention is directed to a process for the manufacture of 2,3,5-trimethyl-hydro-p-benzoquinone comprising the following steps: a) hydrogenating 2,6-dimethyl-p-benzoquinone with hydrogen in the presence of a hydrogenation catalyst in an organic solvent to obtain 2,6-dimethyl-hydro-p-benzoquinone; b) reacting 2,6-dimethyl-hydro-p-benzoquinone with a secondary amine and formal-dehyde in an organic solvent to obtain 2,6-dimethyl-3-(N,N-disubstituted aminomethyl)-hydro-p-benzoquinone; c) reacting 2,6-dimethyl-3-(N,N-disubstituted aminomethyl)-hydro-p-benzoquinone with hydrogen in the presence of a hydrogenolysis catalyst in an organic solvent to obtain 2,3,5-trimethylhydro-p-benzoquinone; wherein the organic solvent in all steps a), b) and c) is independently selected from the group consisting of methyl tert.-butyl ether, ethyl tert.-butyl ether, tert.-amyl ether, methoxycyclopentane and any mixtures thereof. Preferably the organic solvent used in all steps a), b) and c) is the same.
    Type: Application
    Filed: August 25, 2011
    Publication date: August 15, 2013
    Applicant: DSM IP ASSETS B.V.
    Inventors: Werner Bonrath, Thomas Netscher, Jan Schütz, Bettina Wüstenberg
  • Publication number: 20120296011
    Abstract: A phenolic compound which can be obtained by reacting the compound of the formula (1): wherein R1 groups are each independently present and represent a hydrogen atom etc. with the formula (6): wherein R4 groups are each independently present and represent a hydrogen atom etc.; and k represents the number of R4 groups and is an integer of 0 to 4 and an epoxy resin which can be obtained by reacting the phenolic compound with an epihalohydrin are excellent in solvent solubility and also of which cured product has an excellent thermal conductance.
    Type: Application
    Filed: January 28, 2011
    Publication date: November 22, 2012
    Applicant: NIPPONKAYAKU KABUSHIKIKAISHA
    Inventors: Kouichi Kawai, Katsuhiko Oshimi, Takao Sunaga, Kazuma Inoue
  • Publication number: 20120238549
    Abstract: The invention provides a compound of Formula (I) pharmaceutically acceptable salts, pro-drugs, biologically active metabolites, stereoisomers and isomers thereof wherein the variable are defined herein. The compounds of the invention are useful for treating immunological and oncological conditions.
    Type: Application
    Filed: March 15, 2012
    Publication date: September 20, 2012
    Applicant: ABBOTT LABORATORIES
    Inventors: Kevin P. Cusack, Thomas D. Gordon, David C. Ihle, Martin E. Hayes, Eric C. Breinlinger, Anna M. Ericsson, Bin Li, Lei Wang, Gloria Y. Martinez, Andrew Burchat, Adrian D. Hobson, Kelly D. Mullen, Michael Friedman, Michael J. Morytko
  • Patent number: 8168846
    Abstract: The instant invention relates to a process and plant for the transformation of dangerous wastes containing chromium six as contaminant into non dangerous wastes that can be stored without special care and will be degraded in the environment without time limit. The process basically consists of milling, extracting chromium six in liquid phase and under controlled conditions of stirring, time and temperature, proceeding then, through reduction, to transform the chromium six in chromium three and then precipitating as chromium trioxide, through gasification. The solid resulting from the transformation process can be used as raw material for the manufacturing of firebricks or eventually for the manufacturing of bricks used in the building industry through a process not included in the instant description.
    Type: Grant
    Filed: February 7, 2006
    Date of Patent: May 1, 2012
    Assignee: Cromotecnica Mexico
    Inventor: Francisco Garcia Fernandez
  • Patent number: 7964755
    Abstract: Process for the preparation of curcumin by condensation of vanillin with acetylacetone in the presence of boric acid and an aliphatic or araliphatic amine in a highly polar, aprotic solvent, under concomitant removal of water.
    Type: Grant
    Filed: March 19, 2007
    Date of Patent: June 21, 2011
    Assignee: DSM IP Assets B.V.
    Inventor: Christof Wehrli
  • Patent number: 7855310
    Abstract: The invention relates to the field of aryl hydrocarbon receptor (Ah receptor; AhR) antagonists and their uses.
    Type: Grant
    Filed: April 30, 2007
    Date of Patent: December 21, 2010
    Assignee: SYMRISE GmbH & Co. KG
    Inventors: Martina Herrmann, Oskar Koch, Gabriele Vielhaber, Jean Krutmann
  • Publication number: 20100312015
    Abstract: Process for the preparation of curcumin by condensation of vanillin with acetylacetone in the presence of boric acid and an aliphatic or araliphatic amine in a highly polar, aprotic solvent, under concomitant removal of water.
    Type: Application
    Filed: March 19, 2007
    Publication date: December 9, 2010
    Inventor: Christof Wehrli
  • Publication number: 20090208433
    Abstract: The invention relates to the field of aryl hydrocarbon receptor (Ah receptor; AhR) antagonists and their uses.
    Type: Application
    Filed: April 30, 2007
    Publication date: August 20, 2009
    Applicant: Symrise GmbH & Co., KG
    Inventors: Martina Herrmann, Oskar Koch, Gabriele Vielhaber, Jean Krutmann
  • Patent number: 7507864
    Abstract: The present invention relates to improved methods for achieving the synthesis of 1,7-diaryl-1,6-heptadiene-3,5-diones, and in particular curcumin and its analogues. The invention provides a process for synthesizing such compounds in substantial yield and purity using environmentally benign processes and materials. The invention also relates to the use of such synthesized products in the treatment of Alzheimer's Disease and other diseases.
    Type: Grant
    Filed: July 24, 2007
    Date of Patent: March 24, 2009
    Assignee: Salisbury University
    Inventors: Jeffrey Christopher Miller, Miguel O. Mitchell
  • Patent number: 7432401
    Abstract: This patent of invention reports the method for the preparation of 1,5-bis(4-hydroxy-3-methoxyphenyl)-penta-1,4-dien-3-one and derivatives with antitumoral properties: the sample denominated 37 compound was obtained with high yield and purity with ultrasonic technique presenting cytostatic activity (growth inhibition) in the concentrations evaluated and cytotoxic activity (cellular death) from the concentration of 0.25 mg/mL against nine different types of human cancer cell lines. This compound has a LD50, equals to 8.54 g/Kg. That means this product can be considered itself as practically nontoxic. Doxorubicin, anticarcinogen medicine used as reference in all these tests, is a product extremely toxic (LD50 of 20 mg/Kg) and it does not inhibit the growth of Mama NCI-ADR cell line (the one that expresses the phenotype of resistance against multiple drugs), therefore, out product presented a strong cytostatic activity.
    Type: Grant
    Filed: November 28, 2003
    Date of Patent: October 7, 2008
    Assignee: Fundação de Amparo a Pesquisa Do Estado de São Paulo
    Inventors: José Agustin Quincoces Suárez, Klaus Peseke, Markus Kordian, João Ernesto Carvalho, Luciana Konecny Kohn, Márcia Aparecida Antônio, Heloiza Brunhari
  • Patent number: 7161041
    Abstract: The present invention provides a process for producing 2-(1-hydroxyalkyl)cycloalkanone and/or 2-(1-hydroxyaryl)cycloalkanone in high yield and selectivity, as well as a process using the same to produce a cycloalkanone derivative useful as a perfume material and a physiologically active substance. Disclosed is a process for producing compound (3), which includes subjecting a cycloalkanone, and aldehyde (2) containing carboxylic acid (1), to aldol condensation in the presence of water and a basic catalyst, wherein the molar amount (referred to hereinafter as A) of the basic catalyst added is not less than the molar amount (referred to hereinafter as B) of the carboxylic acid (1) contained in the aldehyde (2) and the difference between A and B, that is, (A?B) is 0.06 mol or less per mol of the aldehyde (2), as well as a process for producing compounds (7) and (8) by using the compound (3) obtained by the above process.
    Type: Grant
    Filed: December 16, 2003
    Date of Patent: January 9, 2007
    Assignee: Kao Corporation
    Inventors: Koji Mine, Kimikazu Fukuda
  • Patent number: 7119234
    Abstract: The present invention relates to a method for the preparation of as 1-(4-Chlorophenyl)-4,4-dimethylpent-1-ene-3-one, also known as Phenyl aldol. The process of the present invention utilizes catalysts. The process enables the manufacture of the Phenyl aldol in the absence of a solvent and without crystalization or filtration steps. Yields in the range of about greater than 95% with purities in the range of about greater than 95% have been obtained with the present invention.
    Type: Grant
    Filed: November 19, 2004
    Date of Patent: October 10, 2006
    Assignee: Bayer Cropscience LP
    Inventors: Shekhar V. Kulkarni, Joe J. Hanson
  • Patent number: 6995289
    Abstract: A method for the synthesis of an ?,?-unsaturated ketone useful for making substituted 1,4-dihydropyridines is described by reacting an aldehyde with pyrrolidine and then adding a ketone followed by trifluoroacetic acid at low temperature. The synthesis is used in a process for making substituted 1,4-dihydropyridines wherein a vinylogous amide is prepared by reacting a 1,3-cyclohexanedione with a phenylethylamine. The ?,?-unsaturated ketone can be reacted with a vinylogous amide to form a 1,5-diketone which can be converted to a substituted 1,4-dihydropyridine.
    Type: Grant
    Filed: July 31, 2001
    Date of Patent: February 7, 2006
    Assignee: Astrazeneca AB
    Inventors: Ian Patel, Philip Hopes
  • Patent number: 6946579
    Abstract: A series of aryl piperazine compounds are effective pharmaceuticals for the treatment of conditions related to or affected by the serotonin 1A receptor; the compounds are particularly effective antagonists at that receptor, and are particularly useful for alleviating the symptoms of nicotine and tobacco withdrawal.
    Type: Grant
    Filed: July 2, 2003
    Date of Patent: September 20, 2005
    Assignee: Eli Lilly and Company
    Inventors: Alexander Glenn Godfrey, Daniel Timothy Kohlman, John Cunningham O'Toole, Yao-Chang Xu, Tony Yantao Zhang
  • Patent number: 6900356
    Abstract: This invention relates to novel polyhydroxy curcumins of the formula (I), wherein R and R1 may be same or different and are selected from H, OH and OCH3. This invention also includes a process for synthesising the above polyhydroxy curcumins by reacting substituted aromatic alhehydes with a diketone in the presence of boron oxide, alkyl borate and a primary or secondary amine catalyst. If desired, the resulting compounds can be deprotected by known means. These compounds are used as anti-oxidants.
    Type: Grant
    Filed: April 18, 2001
    Date of Patent: May 31, 2005
    Assignee: Laila Impex
    Inventors: Ganga Raju Gokaraju, Venkata Subbaraju Gottumukkala, Venkateswarlu Somepalli
  • Publication number: 20040133044
    Abstract: A method for aldol reaction in water, which comprises: reacting an aldehyde with a silyl enol ether in an aqueous medium in the presence of a boronic acid represented by the following general formula (1):
    Type: Application
    Filed: February 23, 2004
    Publication date: July 8, 2004
    Inventors: Shu Kobayashi, Kei Manabe
  • Patent number: 6610889
    Abstract: Methods and compositions are provided for the direct catalytic asymmetric aldol reaction of aldehydes with donor molecules selected from ketones and nitroalkyl compounds. The reactions employ as catalyst a Group 2A or Group 2B metal complex of a ligand of formula I, as defined further herein.
    Type: Grant
    Filed: October 31, 2001
    Date of Patent: August 26, 2003
    Assignee: The Board of Trustees of the Leland Stanford Junior University
    Inventors: Barry M. Trost, Hisanaka Ito
  • Patent number: 6541672
    Abstract: The invention deals with the derivatives of benzilidine having basic formula as follows (I): wherein X can be cyclohexanone, cyclopentanone, or acetone, while Y and Z can be either electron withdrawing, electron donating or steric group. Y may or may not be the same with Z. Methyl, ethyl, methoxy group or halogen were prefered in the experiment. The benzilidine cyclohexanone, benzilidine cyclopentanone, and benzilidine acetone derivates were found to be novel compounds showing anti-bacterial, antioxidant, and anti-inflammatory activities that enable them to be used for drug.
    Type: Grant
    Filed: February 20, 1998
    Date of Patent: April 1, 2003
    Assignee: Faculty of Pharmacy, The University of Gadjah Mada
    Inventors: Sardjiman, Mochammad Samhoedi Reksohadiprodjo, Henk Timmerman
  • Patent number: 6518316
    Abstract: A compound of formula (I), wherein &agr;X is ═O, ═N—OR6, &bgr;NHR or &bgr;OH wherein R6 is H or C1-C6 alkyl, bond a is oriented &ggr; or &dgr; and R is H, C1-C6 alkyl which is unsubstituted or substituted by C6-C10 aryl, or C3-C6 cycloalkyl; &egr; is a bond when &zgr; and &eegr; are not bonds or, when X is ═O, &zgr; and &eegr; are both bonds and &egr; is not a bond; R1 and R2, which are the same or different, are H or a halogen; R3 and R4, which are the same or different, are H, C1-C6 alkyl, C3-C6 cycloalkyl, a heterocyclic group or an aromatic group; bond e is oriented &ggr; or &dgr;; and R5 is C1-C6 alkyl; or formula (Ib), or formula (II), or formula (III), has activity as a cytokine production inhibitor and an inhibitor and an inhibitor of tyrosine kinase.
    Type: Grant
    Filed: March 27, 2001
    Date of Patent: February 11, 2003
    Assignee: Xenova Limited
    Inventors: Roya Mansour Sadeghi Guilani, Stephen Keith Wrigley, Sangeeta Bahl, Steven Michael Martin, David Andrew Kau, Jenny Seugkin Tang, Michael Moore, David James Hardick
  • Patent number: 6459000
    Abstract: The present invention provides a liquid phase process for the acylation of aromatic compound by an acylating agent of the formula (R5R6R7)—Y—Z to obtain the corresponding acylated compound using a solid catalyst comprising a metal oxide of the formula AOx with or without a catalyst support, wherein A is a metallic element selected from Ga, In, Ti, Fe and a mixture of two or more thereof, and x is the number of oxygen atoms required to fulfil the valance requirement of A, wherein the catalyst is pretreated with a dry gas comprising a hydrogen halide in the presence or absence of the aromatic compound to be acylated, contacting the hydrogen halide pretreated catalyst with a liquid reaction mixture comprising the aromatic compound and the acylating agent, cooling the reaction mixture, removing the catalyst from the reaction mixture and then separating the reaction products from the reaction mixture.
    Type: Grant
    Filed: March 26, 2001
    Date of Patent: October 1, 2002
    Assignee: Council of Scientific and Industrial Research
    Inventors: Vasant Ramchandra Choudhary, Suman Kumar Jana
  • Patent number: 6437190
    Abstract: A process for preparing aldols by catalytic reaction of aldehydes and/or ketones comprises conducting said reaction in the channels of a microstructured reaction system.
    Type: Grant
    Filed: November 2, 2001
    Date of Patent: August 20, 2002
    Assignee: Siemens Axiva GmbH & Co. KG
    Inventors: Inga Leipprand, Thorsten Lahrs
  • 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
  • Publication number: 20020055655
    Abstract: A process for preparing aldols by catalytic reaction of aldehydes and/or ketones comprises conducting said reaction in the channels of a microstructured reaction system.
    Type: Application
    Filed: November 2, 2001
    Publication date: May 9, 2002
    Inventors: Inga Leipprand, Thorsten Lahrs
  • Patent number: 6384284
    Abstract: A description is given of diphenyl compounds of formula wherein R is a camphor or hydantoin derivative; and R1 is hydrogen; or C1-C5alkyl. These compounds are suitable as light stabilizers in cosmetic, pharmaceutical and veterinary formulations.
    Type: Grant
    Filed: March 29, 2001
    Date of Patent: May 7, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Rudolf Zink, Dieter Reinehr, Helmut Luther, Bernd Herzog
  • Patent number: 6303823
    Abstract: A process for preparing ketones by so-called “crossed aldol condensation” of a ketone with an aldehyde in the presence of a catalyst system consisting of approximately equimolar amounts of a secondary amine and of a carboxylic acid containing at least 2 C atoms, to form an &agr;,&bgr;-unsaturated ketone, and, where appropriate, subsequent catalytic hydrogenation. The process is used in particular for preparing 6-methyl-3-hepten-2-one by reacting acetone with isovaleraldehyde, and for preparing its hydrogenation product, 6-methylheptan-2-one, which is an important precursor for numerous active substances, in particular for preparing lipid-soluble vitamins such as vitamin E.
    Type: Grant
    Filed: December 5, 2000
    Date of Patent: October 16, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Andreas Kramer, Christian Knoll, Johann-Peter Melder, Wolfgang Siegel, Gerd Kaibel
  • Patent number: 6277357
    Abstract: The invention relates to ketotricyclo[5.2.1.0]-decane derivatives of the formula I wherein Phe is a phenyl group which is unsubstituted or substituted by 1 to 5 hydroxyl, alkyl or alkoxy groups having 1 to 10 C atoms, and their preparation and use as UV filters, in particular in cosmetic or pharmaceutical formulations.
    Type: Grant
    Filed: October 19, 1993
    Date of Patent: August 21, 2001
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Michael Schwarz, Ingeborg Stein, Ulrich Heywang, Jürgen Eckstein
  • Patent number: 6278025
    Abstract: The invention relates to a process for the preparation of substituted dibenzoylmethane compounds of the formula I, which comprises a1) condensing benzaldehydes of the formula II with acetophenones of the formula III to give the chalkones of the formula IV or a2) condensing benzaldehydes of the formula V with acetophenones of the formula VI to give the chalkones of the formula VII b) converting the chalcones of the formulae IV and VII into the dibenzoylmethane compounds of the formula I, the substituents R1 and R2 being defined as in the description.
    Type: Grant
    Filed: October 13, 1999
    Date of Patent: August 21, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Thorsten Habeck, Frank Prechtl
  • Publication number: 20010003784
    Abstract: A process for preparing ketones by so-called “crossed aldol condensation” of a ketone with an aldehyde in the presence of a catalyst system consisting of approximately equimolar amounts of a secondary amine and of a carboxylic acid containing at least 2 C atoms, to form an &agr;,&bgr;-unsaturated ketone, and, where appropriate, subsequent catalytic hydrogenation.
    Type: Application
    Filed: December 5, 2000
    Publication date: June 14, 2001
    Inventors: Andreas Kramer, Christian Knoll, Johann-Peter Melder, Wolfgang Siegel, Gerd Kaibel
  • Patent number: 5981073
    Abstract: Novel dibenzoylresorcinol-based compounds are disclosed wherein the dibenzoylresorcinol is bonded to the residue of either an alcohol or a carboxylic acid group, via a methylene carboxylate linking group; and wherein the dibenzoylresorcinol is bonded directly to a substituted or unsubstituted aryl group which does not include a pendent hydroxyl group. The groups attached to the dibenzoylresorcinol may contain a wide variety of functional sites which permit further reaction, e.g., copolymerization. The described compounds are very useful as UV light absorbers and may be used to form improved coating compositions which usually include a transparent, polymeric matrix material. The coating compositions may be applied to various substrates, e.g., thermoplastics, to afford a selection of enhanced properties, such as UV light resistance and abrasion resistance.
    Type: Grant
    Filed: January 16, 1997
    Date of Patent: November 9, 1999
    Assignee: General Electric Company
    Inventors: James Edward Pickett, Wen P Liao, Amy Kathleen Simonian, Gregory Ronald Gillette
  • Patent number: 5861538
    Abstract: A mixture formed from an alkoxy-2-naphthaldehyde (e.g., 6-methoxy-2-naphthaldehyde), acetone, and aqueous NaOH and/or KOH is heated at about 20.degree. to about 56.degree. C. for about 0.25 to about 2 hours such that the conversion of monoalkoxy-substituted 2-naphthaldehyde is at least 97% and the yield of (alkoxy-substituted 2-naphthyl)-3-buten-2-one is at least 95% based on the monoalkoxy-substituted 2-naphthaldehyde used in forming the mixture. The (alkoxy-substituted 2-naphthyl)-3-buten-2-one can be hydrogenated using, for example, a Pd/C catalyst to form the corresponding saturated ketone. The process enables efficient production of precursors of nabumetone and related pharmaceuticals by a clean, highly efficient reaction.
    Type: Grant
    Filed: August 4, 1997
    Date of Patent: January 19, 1999
    Assignee: Albemarle Corporation
    Inventor: Kevin J. Theriot
  • Patent number: 5847225
    Abstract: A mixture formed from 2-naphthaldehyde (e.g., 6-methoxy-2-naphthaldehyde) and a dihydrocarbyl ketone having at least one hydrogen atom in the .alpha.-position (e.g., acetone) is heated in the presence of a heterogeneous basic catalyst (e.g., basic alumina) such that the unsaturated 2-naphthyl ketone is formed. The unsaturated ketone can be hydrogenated using, for example, a Pd/C catalyst to form the corresponding saturated ketone. The process enables efficient production of nabumetone and related pharmaceuticals by a clean reaction.
    Type: Grant
    Filed: April 25, 1997
    Date of Patent: December 8, 1998
    Assignee: Albemarle Corporation
    Inventors: Venkataraman Ramachandran, Stephen E. Belmont
  • Patent number: 5759689
    Abstract: A compound of the formula: ##STR1## is blended with a polycarbonate resin to obtain an ultra-violet light degradation resistant article.
    Type: Grant
    Filed: June 13, 1996
    Date of Patent: June 2, 1998
    Assignee: General Electric Company
    Inventor: Ronald F. Sieloff
  • Patent number: 5741937
    Abstract: Arylidene-substituted alkylcycloalkanones are prepared from alkyl-substituted cycloalkanones by reaction with aromatic carbonyl compounds in the presence of a basic catalyst and water.
    Type: Grant
    Filed: June 21, 1996
    Date of Patent: April 21, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Nikolaus Muller, Thomas Essert
  • Patent number: 5712419
    Abstract: An improved method of making methylene-bridged 4,6-dibenzoylresorcinol dimers in a single step in high yield quantities is provided. The method heats a 4,6-dibenzoylresorcinol (DBR) with a para-aldehyde or an aromatic aldehyde in a carboxylic acid solvent in the presence of a strong acid catalyst.
    Type: Grant
    Filed: December 23, 1996
    Date of Patent: January 27, 1998
    Assignee: General Electric Company
    Inventor: James Edward Pickett
  • Patent number: 5679864
    Abstract: The invention is directed to a process for the synthesis of curcumin and curcumin-related compounds by reacting the enol form of a 2,4-diketone with a monocarbocyclic aldehyde in the presence of an organic amine catalyst. The reactants are dissolved in a highly polar, aprotic organic solvent. The curcumin-related product is recovered in crystalline form by precipitation from the reaction mass and solvent recrystallization.
    Type: Grant
    Filed: November 3, 1995
    Date of Patent: October 21, 1997
    Assignee: Gene Print Inc.
    Inventors: Mark Harry Krackov, Harold Edward Bellis
  • Patent number: 5637774
    Abstract: Disclosed is a very economical way to produce vinyl carbonyls such as ethyl vinyl ketone. Disclosed also is a purification process of separating vinyl carbonyls and coreactants. The catalyst and reaction conditions give useful yields of vinyl carbonyls, the thermodynamically unfavorable product along with coreactants that are more thermodynamically favored. Disclosed also is the separation of reactants that takes place at low distillation temperatures and pressures in the presence of antioxidant.
    Type: Grant
    Filed: September 29, 1995
    Date of Patent: June 10, 1997
    Assignee: Eastman Chemical Company
    Inventor: William A. Beavers
  • Patent number: 5372995
    Abstract: Described is a two-step process for producing phenyl- and cyclohexyl-substituted oxybutane derivative-containing mixtures of our invention by means of first reacting methyl ethyl ketone with benzaldehyde in the presence of a sulfonic acid catalyst to produce a mixture of phenyl pentenone derivatives; and then hydrogenating the resulting mixture of phenyl pentenone derivatives in the presence of a hydrogenation catalyst, as well as the product produced thereby; and perfumery uses thereof for augmenting, enhancing or imparting aromas in or to perfume compositions, colognes and perfumed articles.
    Type: Grant
    Filed: April 15, 1994
    Date of Patent: December 13, 1994
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Richard A. Weiss, Marie R. Hanna
  • Patent number: 5300654
    Abstract: .beta.-hydroxyketones are prepared by reacting an aldehyde with acetone in the presence of perhydroisoindole or pyrrolidine and water. The resulting .beta.-hydroxyketone is further reacted in the presence of a solvent mixture to produce .alpha.-.beta.-unsaturated ketones.
    Type: Grant
    Filed: July 15, 1991
    Date of Patent: April 5, 1994
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Masashi Nakajima, Tadashi Kyotani, Mikio Sawaki
  • Patent number: 5290357
    Abstract: A composition for and method of dispersing particles of hydraulic cement in a slurry of hydraulic cement in water, wherein the composition is the reaction product of a ketone, an aldehyde, a cyanide and, optionally, a sulfite. The dispersant properties of the composition can be enhanced by further reacting the composition with hydroxide.
    Type: Grant
    Filed: December 22, 1992
    Date of Patent: March 1, 1994
    Assignee: Halliburton Company
    Inventor: Larry Eoff
  • Patent number: 5278343
    Abstract: 2-Methyl-1-naphthol is obtained by isomerization of 2-methylene-1-tetralone. For the isomerization of 2-methylene-1-tetralone there is used a Pd-, Rh- or Ru-based catalyst that has been previously treated with hydrogen gas. 2-Methylene-1-tetralone synthesized from 1-tetralone by the Mannich reaction can be used for this purpose.
    Type: Grant
    Filed: February 22, 1993
    Date of Patent: January 11, 1994
    Assignee: Kuraray Company, Ltd.
    Inventors: Masato Taniura, Yoshin Tamai
  • Patent number: RE49223
    Abstract: The present invention provides a water-soluble fluorescent compound of resveratrone 6-O-?-glucoside [(E)-4-(8-hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)naphthalen-2-yl)but-3-en-2-one] and its derivatives of Formula I which have at least one water-soluble substituent, and a method for preparing the same by a photochemical reaction of resveratrol 3-O-?-glucoside and its derivatives of having Formula 3 which are not fluorescent. Said new water-soluble fluorescent compounds has single-photon absorptive characteristics and/or two-photon absorptive characteristics as well as no or little toxicity, and can be usefully utilized in fields that requires water-soluble fluorescent characteristics (diagnosis, fluorescent probe, in vivo imaging, display, etc.).
    Type: Grant
    Filed: April 29, 2020
    Date of Patent: September 27, 2022
    Assignees: SNU R&DB FOUNDATION;, GLOBAL FRONTIER CENTER FOR MULTISCALE ENERGY SYSTEMS
    Inventors: Seong Keun Kim, Il Seung Yang, Seon Jin Hwang, Jung Eun Lee, Jong Woo Lee, Jun Hee Kang, Eun Hak Lim