Ether Oxygen Is Ortho To The Hydroxy Patents (Class 568/652)
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Patent number: 10544081Abstract: A process for preparing an aromatic compound or compounds where at least one mandelic group —CHOH—COOH is described, comprising a reaction for condensation of at least one aromatic compound with glyoxylic acid or derivatives thereof, wherein said condensation reaction is carried out substantially in the absence of any acid or any base added to the reaction medium. The condensation reaction is followed by an oxidation reaction in order to obtain aromatic aldehyde.Type: GrantFiled: November 14, 2014Date of Patent: January 28, 2020Assignee: RHODIA OPERATIONSInventors: Laurent Garel, Flavie Sarrazin, Olivier Back, Kevin Olivon, Mathieu Pucheault
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Publication number: 20150011799Abstract: An object of the present invention is to provide a method for producing an ether compound easily in a small number of steps at lower costs in high yields. The present invention relates to a method in which the ether compound represented by the general formula (1) is produced by reacting the specific carbonyl compound specified in the general formula (2) and the specific dialkoxy compound specified in the general formula (3) with hydrogen in the presence of a hydrogenation catalyst and an acidic substance to perform hydrogenation.Type: ApplicationFiled: February 5, 2013Publication date: January 8, 2015Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Yasuhiro Komatsuki, Kenya Ishida, Kenji Yagi
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Patent number: 8853464Abstract: The present invention provides a method of producing reduced coenzyme Q10 crystals suitable for commercial scale production thereof. According to a method of the present invention of producing a reduced coenzyme Q10 crystal which comprises a crystallization of reduced coenzyme Q10 in a solution of alcohols and/or ketones, reduced coenzyme Q10 crystal excellent in slurry properties and crystalline properties maybe obtained. Moreover, an isolation process including a crystal separation or the whole process including the isolation process maybe minimized and simplified. Thus, highly pure reduced coenzyme Q10 may be obtained in a high yield.Type: GrantFiled: July 5, 2011Date of Patent: October 7, 2014Assignee: Kaneka CorporationInventors: Takahiro Ueda, Shiro Kitamura, Yasuyoshi Ueda
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Publication number: 20130303629Abstract: Problem To provide an antioxidant, an antioxidant composition, and a method for producing the antioxidant and the antioxidant composition, which feature a high content rate and degree of extraction of substances. These substances are taurine, glycogen, protein, so-called blood platelet anticoagulant with zinc, fat-soluble vitamin with a high activation such as vitamin D, and other useful substances. The antioxidant and the antioxidant composition also feature a so-called antioxidative property, which has recently attracted attention. Solution The present invention, for example, includes 3,5-dihydroxy-4-methoxybenzyl alcohol.Type: ApplicationFiled: January 26, 2012Publication date: November 14, 2013Inventors: Mitsugu Watanabe, Hitoshi Chiba, Hirotoshi Fuda, Shigeki Jin
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Publication number: 20130298456Abstract: Methods are disclosed for producing renewable diesel from hydrocarbon-containing feedstock using microwave energy and hydrotreatment.Type: ApplicationFiled: May 10, 2013Publication date: November 14, 2013Applicant: Drop-In BioEnergy, LLCInventor: Drop-In BioEnergy, LLC
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Publication number: 20130232853Abstract: The present invention is directed generally to a method of production of biobased chemicals, biofuels, and lignin residues from lignin sources, including waste lignin. This method may allow for selectively producing biobased chemicals, biofuels, and lignin residues from lignin sources using certain processing methods. The methods for production of these biobased chemicals, biofuels, and lignin residues may be provided by chemical-induced processing, catalytic oxidative lignin depolymerisation processing, and catalytic hydroprocessing. Further, the catalytic hydroprocessing from processes including catalytic reduction processing, catalytic hydrodeoxygenation processing, and/or catalytic/dehydrogenation processing may also be used. The method described herein also provides a means in which waste from the process(es) may be reduced and/or recycled.Type: ApplicationFiled: May 14, 2012Publication date: September 12, 2013Applicant: THESIS CHEMISTRY, LLCInventors: John R. Peterson, Jignesh S. Patel, Vladimir Romakh, Benjamin M.T. Scott
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Publication number: 20130225856Abstract: This specification discloses an operational continuous process to convert lignin as found in ligno-cellulosic biomass before or after converting at least some of the carbohydrates. The continuous process has been demonstrated to create a slurry comprised of lignin, raise the slurry comprised of lignin to ultra-high pressure, deoxygenate the lignin in a lignin conversion reactor over a catalyst which is not a fixed bed without producing char. The conversion products of the carbohydrates or lignin can be further processed into polyester intermediates for use in polyester preforms and bottles.Type: ApplicationFiled: February 24, 2013Publication date: August 29, 2013Applicant: Chemtex Italia, S.p.A.Inventor: Chemtex Italia, S.p.A.
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Publication number: 20130225854Abstract: This specification discloses an operational continuous process to convert lignin as found in ligno-cellulosic biomass before or after converting at least some of the carbohydrates. The continuous process has been demonstrated to create a slurry comprised of lignin, raise the slurry comprised of lignin to ultra-high pressure, deoxygenate the lignin in a lignin conversion reactor over a catalyst which is not a fixed bed without producing char. The conversion products of the carbohydrates or lignin can be further processed into polyester intermediates for use in polyester preforms and bottles.Type: ApplicationFiled: February 24, 2013Publication date: August 29, 2013Applicant: Chemtex Italia, S.p.A.Inventor: Chemtex Italia, S.p.A.
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Publication number: 20130225853Abstract: This specification discloses an operational continuous process to convert lignin as found in ligno-cellulosic biomass before or after converting at least some of the carbohydrates. The continuous process has been demonstrated to create a slurry comprised of lignin, raise the slurry comprised of lignin to ultra-high pressure, deoxygenate the lignin in a lignin conversion reactor over a catalyst which is not a fixed bed without producing char. The conversion products of the carbohydrates or lignin can be further processed into polyester intermediates for use in polyester preforms and bottles.Type: ApplicationFiled: February 24, 2013Publication date: August 29, 2013Applicant: Chemtex Italia, S.p.A.Inventor: Chemtex Italia, S.p.A.
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Publication number: 20130225855Abstract: This specification discloses an operational continuous process to convert lignin as found in ligno-cellulosic biomass before or after converting at least some of the carbohydrates. The continuous process has been demonstrated to create a slurry comprised of lignin, raise the slurry comprised of lignin to ultra-high pressure, deoxygenate the lignin in a lignin conversion reactor over a catalyst which is not a fixed bed without producing char. The conversion products of the carbohydrates or lignin can be further processed into polyester intermediates for use in polyester preforms and bottles.Type: ApplicationFiled: February 24, 2013Publication date: August 29, 2013Applicant: Chemtex Italia, S.p.A.Inventor: Chemtex Italia, S.p.A.
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Publication number: 20130123547Abstract: A method of refining cellulosic biomass, including synchronous hydrolyzation of at least 85 wt % organic polymers, based on the total weight of the cellulosic biomass, in the cellulosic biomass into small molecular organic compounds. The synchronous hydrolyzation is catalytic hydrolyzation for which the catalyst used is a substance represented by L-M-S-H or L-M=S, wherein “M” represents metal, carbon or silicon, “S” represents a heteroatom, “L” represents one or more ligands, and “H” represents hydrogen.Type: ApplicationFiled: September 24, 2012Publication date: May 16, 2013Inventors: Zuolin Zhu, Meg M. Sun, Chungao Su, Hongping Ye
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Publication number: 20130096209Abstract: The present invention provides edible compositions comprising a compound of the present invention, food products comprising such edible compositions and methods of preparing such food products. The present invention also provides methods of reducing the amount of NaCl in a food product, methods of reducing the sodium intake in a diet, and methods of reducing bitter taste in a food product.Type: ApplicationFiled: April 15, 2011Publication date: April 18, 2013Applicants: Kraft Foods Global Brands LLC, Chromocell CorporationInventors: David Hayashi, William P. Jones, Jane V. Leland, Peter H. Brown, Joseph Gunnet, Daniel Lavery, Louise Slade, Kambiz Shekdar, Jessica Langer
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Publication number: 20130066116Abstract: The present invention relates to a method for the depolymerization of lignin or of derivatives thereof, including a step of heating the lignin or the derivatives thereof in the presence of a hydroxide of general formula M(OH)n or of a mixture of M(OH)n hydroxides, where M is a metal of the alkali or alkaline-earth family and n is equal to 1 or 2, and where the mass ratio between said hydroxide or mixture of hydroxides and the lignin or the derivatives thereof is comprised between around 0.5 and around 20.Type: ApplicationFiled: March 17, 2011Publication date: March 14, 2013Applicant: INSTITUT TECHNOLOGIQUE FCBAInventors: Frédéric Goettmann, Philippe Makowski, Denilson Da Silva Perez, Michel Petit-Conil
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Publication number: 20130041142Abstract: [Object] An object of the present invention is to provide a human sweet taste receptor-acting sweet taste regulating substance to a sweet taste substance by which the advantageous effects such as improvement in a taste, saving of a sweetener, reduction in calorie, low caries etc. can be obtained by applying to various foods and beverages. [Solution] The sweet taste receptor-acting sweet taste regulating substance of the present invention is identified by measurement of a physiological response by a sweet taste substance, using a cultured cell strain which is allowed to express hT1R2 and hT1R3, and a G protein ? subunit, by transferring an expression construct obtained by inserting respective cDNAs encoding the hT1R2 and the hT1R3, and the G protein ? subunit into the same plasmid, into a 293 cell in which an FRT (Flippase Recognition Target) site has been incorporated into one place in a genome DNA.Type: ApplicationFiled: September 8, 2010Publication date: February 14, 2013Inventors: Keiko Abe, Takumi Misaka, Satoshi Fujiwara
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Publication number: 20120302796Abstract: The invention provides for a process for the depolymerization of lignin in an inert atmosphere to result in substituted phenolic monomer compounds. The process is catalysed by heterogeneous solid acid catalysts and is carried out in batch or continuous mode.Type: ApplicationFiled: May 9, 2012Publication date: November 29, 2012Inventors: Paresh Laxmikant DHEPE, Deepa Ayillath Kutteri
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Publication number: 20120288579Abstract: The present invention relates to a novel use of lignan compounds, which are isolated and purified from nutmeg or the aril of nutmeg for anti-wrinkle, and more particularly, the present invention relates to a novel use for anti-wrinkle of an extract of the nutmeg or an extract of the aril of the nutmeg, fragrin A, austobailignan 7, licarin E, and macelignan. The extracts and lignan compounds of the present invention have activities in suppressing collagen degradation enzyme-1 (MMP-1, matrix metalloprotei-nase-1) and formation of new collagen (type-1 procollagen), thereby having effect on inhibitng wrinkle caused by photoaging. Accordingly, the extracts and lignan compounds of the present invention may be useful for preventing or treating wrinkle caused by photoaging.Type: ApplicationFiled: June 20, 2009Publication date: November 15, 2012Applicant: BIOCARE CO. LTD.Inventors: Jae-Kwan Hwang, Hae Ji Lee, Jae Young Lee, Jae-Seok Shim, Jeong Hwan Kim, Do Un Kim, Heechul Chung, Jae Youn Chung
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Publication number: 20120123171Abstract: Renewable resources comprising bagasse, corn stover, wood sawdust and switch grass are subject to direct catalytic conversion or bio-fermentation processes producing ethanol and organic by products leaving complex lignin compounds as waste for disposal. Chemical conversion of lignin compounds to aromatic lignin acids followed by reductive hydrogenation to cresol and substituted creosol compounds prepares these natural resources for chemical conversion to a form of gasoline and valued industrial compounds. The process disclosed herein is also applicable to organic carboxylic acid compounds such as natural oils producing valued liquid hydrocarbon fuels.Type: ApplicationFiled: November 15, 2010Publication date: May 17, 2012Applicant: Carter TechnologiesInventor: Melvin Keith Carter
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Patent number: 8129560Abstract: A process for the preparation of a compound of formula (I), the process comprising: (i) the reaction of a compound of formula (III), with a compound of formula (IV) to give a compound of formula (II), and (ii) the reaction of the compound of formula (II) with a leaving group, to give the compound of formula (I).Type: GrantFiled: August 8, 2006Date of Patent: March 6, 2012Assignee: Syngenta Crop Protection, Inc.Inventors: Martin Charles Bowden, Thomas Aitcheson Clark, Fanny Giordano, Beat Jau, Hans-Dieter Schneider, Gottfried Seifert, Martin Zeller, Dominik Faber, Juerg Wiss
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Publication number: 20120028907Abstract: The disclosure relates to methods for identifying a tumor as an E2F-responsive gene over-expressing (ERGO) tumor, methods of determining the likelihood that an ERGO tumor patient will survive to a future date, methods of treating an ERGO tumor in a patient, and methods of selecting patients diagnosed as ERGO tumor prostate cancer patients for aggressive clinical treatment. The methods of the disclosure are applicable to ERGO tumors present in different human organs and tissues such as breast, lung, thyroid, ovary, and prostate.Type: ApplicationFiled: November 13, 2009Publication date: February 2, 2012Applicant: Intelligent Oncotherapeutics, Inc.Inventor: Stanley E. Shackney
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Patent number: 8003828Abstract: The present invention provides a method of producing reduced coenzyme Q10 crystals suitable for commercial scale production thereof. According to a method of the present invention of producing a reduced coenzyme Q10 crystal which comprises a crystallization of reduced coenzyme Q10 in a solution of alcohols and/or ketones, reduced coenzyme Q10 crystal excellent in slurry properties and crystalline properties maybe obtained. Moreover, an isolation process including a crystal separation or the whole process including the isolation process maybe minimized and simplified. Thus, highly pure reduced coenzyme Q10 may be obtained in a high yield.Type: GrantFiled: July 15, 2002Date of Patent: August 23, 2011Assignee: Kaneka CorporationInventors: Takahiro Ueda, Shiro Kitamura, Yasuyoshi Ueda
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Publication number: 20100305313Abstract: The present invention relates to a process for the extraction of plant ingredients, which comprises a) comminuting plant material b) adding a solvent to the comminuted plant material c) subjecting the mixture of comminuted plant material and solvent to an ultrahigh temperature treatment at 95-150° C. over a period of 5-300 seconds.Type: ApplicationFiled: December 16, 2008Publication date: December 2, 2010Applicant: Bayer CropScience AGInventors: Michael Baeuerlein, Joseph Miller
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Patent number: 7759527Abstract: The invention entitled “A Microwave Induced One Pot Process for The Preparation of Arylethenes” provides a method for the preparation of commercially important 2- or 4-hydroxy substituted arylethenes like styrenes or stilbenes in one pot utilizing cheaper substrates in the form of 2- or 4-hydroxy substituted cinnamic acids and their derivatives as well as reagents in the form of base such as sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium bicarbonate, sodium carbonate, potassium bicarbonate, potassium carbonate, ammonium acetate, imidazole, methylimidazole and the combination thereof, with or without solvent such as dimethylformamide, dimethylsulfoxide, ethylene glycol, diethylene glycol, acetonitrile, acetone, methyl imidazoles, ionic liquid, water and the like. The reaction time vary from 1 min-12 hrs and yield of the products from 49-76% depending upon the base, acid, substrate source of heating monomode or multimode microwave or conventional.Type: GrantFiled: March 27, 2007Date of Patent: July 20, 2010Assignee: Council of Scientific & Industrial ResearchInventors: Arun Kumar Sinha, Anuj A Sharma, Vinod Kumar
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Publication number: 20090118532Abstract: A process for the preparation of a compound of formula (I) wherein: R is an alkynyl group; R1 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, phenyl and phenylalkyl, it being possible in turn for all of the receding groups to carry one or more identical or different halogen atoms; alkoxy; alkenyloxy; alkynyloxy; alkoxyalkyl; haloalkoxy; alkylthio; haloalkylthio; alkysulfonyl; formyl; alkanoyl; hydroxy; halogen; cyano; nitro; amino; alkylamino; dialkylamino; carboxyl; alkoxycarbonyl; alkenyloxycarbonyl; or alkynyloxycarbonyl; and n is an integer from 0 to 3, said process comprising: (i) the reaction of a compound of formula (III) wherein R, R1 and n are as hereinbefore defined; m and m? are independently 0 or 1; when m and m? are both 0, A is an alkyl, alkenyl or alkynyl group (suitably having up to eight carbon atoms), optionally substituted by one or more groups independently selected from halogen, hydroxy, alkoxy, C1-4 dialkylamino or cyano; when one of m and m? is 0 and the other is 1, A is an alType: ApplicationFiled: August 8, 2006Publication date: May 7, 2009Applicant: SYNGENTA CROP PROTECTION, INC.Inventors: Martin Charles Bowden, Thomas Aitcheson Clark, Fanny Giordano, Beat Jau, Hans-Dieter Schneider, Gottfried Seifert, Martin Zeller, Dominik Faber, Juerg Wiss
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Patent number: 7524993Abstract: The present invention provides a method for obtaining reduced coenzyme Q10 which is useful as an ingredient in foods, functional nutritive foods, specific health foods, nutritional supplements, nutrients, drinks, feeds, cosmetics, medicines, remedies, preventive drugs, etc. suited for a commercial scale production in high quality and efficiently. The high-quality oily reduced coenzyme Q10 which has low viscosity and thereby easily handled may be produced by separating an aqueous phase from the reaction mixture obtainable by oily reacting oxidized coenzyme Q10 with a reducing agent in water, or by distilling off an coexisting organic solvent at or above the melting temperature of reduced coenzyme Q10 in concentrating the organic phase containing reduced coenzyme Q10. Moreover, a solution or slurry of reduced coenzyme Q10 may be obtained by adding a desired solvent to the obtained oily product, or a solid of reduced coenzyme Q10 may be produced by contacting the oily product with a seed crystal.Type: GrantFiled: March 12, 2007Date of Patent: April 28, 2009Assignee: Kaneka CorporationInventors: Takahiro Ueda, Shiro Kitamura, Yasuyoshi Ueda
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Publication number: 20080300304Abstract: The present invention relates to a process for preparing a ginger fraction, the fraction prepared by this process and the use thereof on its own or combined with drugs for inhibiting human cytochrome P450 (CYP) enzymes (particularly cytochrome P450 3A4, CYP3A4) for positively influencing the oral bioavailability and pharmacokinetics of active substances.Type: ApplicationFiled: December 20, 2006Publication date: December 4, 2008Inventors: Thomas Ebner, Eva Christine Ludwig-Schwellinger, Stefan Blech, Rolf-Stefan Brickl
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Patent number: 7230141Abstract: A process for preparing toluene derivatives of the formula I, where R1, R2 and R3 independently of one another are hydrogen, halogen, C1–C6-alkyl, hydroxyl or C1–C6-alkoxy, by hydrogenating benzaldehydes and/or benzyl alcohols of the formula II, with hydrogen in the presence of a catalyst, which is described in more detail in the description.Type: GrantFiled: January 20, 2003Date of Patent: June 12, 2007Assignee: BASF AktiengesellschaftInventors: Nils Bottke, Rolf-Hartmuth Fischer, Thomas Nöbel, Markus Rösch
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Patent number: 7208639Abstract: The present invention provides a method for obtaining reduced coenzyme Q10 which is useful as an ingredient in foods, functional nutritive foods, specific health foods, nutritional supplements, nutrients, drinks, feeds, cosmetics, medicines, remedies, preventive drugs, etc. suited for a commercial scale production in high quality and efficiently. The high-quality oily reduced coenzyme Q10 which has low viscosity and thereby easily handled may be produced by separating an aqueous phase from the reaction mixture obtainable by oily reacting oxidized coenzyme Q10 with a reducing agent in water, or by distilling off an coexisting organic solvent at or above the melting temperature of reduced coenzyme Q10 in concentrating the organic phase containing reduced coenzyme Q10. Moreover, a solution or slurry of reduced coenzyme Q10 may be obtained by adding a desired solvent to the obtained oily product, or a solid of reduced coenzyme Q10 may be produced by contacting the oily product with a seed crystal.Type: GrantFiled: July 15, 2002Date of Patent: April 24, 2007Assignee: Kaneka CorporationInventors: Takahiro Ueda, Shiro Kitamura, Yasuyoshi Ueda
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Patent number: 7049449Abstract: A method for the preparation of lariciresinol, cyclolariciresinol or secoisolariciresinol, which method includes the steps of a) reducing hydroxymatairesinol to give 7-hydroxy-secoisolariciresinol, and b) subjecting the 7-hydroxy-secoisolariciresinol obtained in step a) to i) cyclization to give lariciresinol, or ii) cyclization to give cyclolariciresinol, or iii) catalytic hydrogenolysis to give secoisolariciresinol.Type: GrantFiled: January 7, 2003Date of Patent: May 23, 2006Assignee: Hormos Medical CorporationInventors: Rainer Sjöholm, Patrik Eklund, Jyri-Pekka Mikkola
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Patent number: 6852895Abstract: The present invention provides a convergent method for the synthesis of ubiquinones and ubiquinone analogues. Also provided are precursors of ubiquinones and their analogues that are useful in the methods of the invention.Type: GrantFiled: September 27, 2002Date of Patent: February 8, 2005Assignee: Zymes, Inc.Inventors: Bruce H. Lipshutz, Paul Mollard
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Patent number: 6541673Abstract: Phenolic polyether polyols are prepared by a two stage oxyalkylation process, a first stage performed at a high oxyalkylation temperature and a second stage at a lower oxyalkylation temperature. Despite the use of high temperature during oxyalkylation, polydispersity is substantially unaffected, while process time is drastically reduced.Type: GrantFiled: November 30, 2001Date of Patent: April 1, 2003Assignee: ARCO Chemical Technology, L.P.Inventors: Carmen L. Rodriguez, Jude T. Ruszkay
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Patent number: 6512147Abstract: A mixed liquid of two or more components different in boiling temperature from each other and soluble in or compatible with each other is evaporated into a mixed vapor having a similar composition to that of the mixed liquid by using an apparatus having a thin film evaporator (1) having a feed inlet (1a) and a delivery outlet (1b), while forcedly circulating the non-evaporated portion of the mixed multi-component liquid by withdrawing the non-evaporated mixed liquid portion from the delivery side end portion of the evaporator and returning the mixed liquid portion into the feed side end portion of the evaporator through a circulating line (3), and the resultant mixed multi-component vapor can be used as a mixed material vapor for a gas phase catalytic reaction for producing, for example, a mono and/or a di-alkylether of an aromatic dihydroxy compound.Type: GrantFiled: March 28, 2002Date of Patent: January 28, 2003Assignee: UBE Industries, Ltd.Inventors: Yukio Inaba, Kazunori Fujita, Hiroshi Kofuji
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Patent number: 6489514Abstract: This invention relates to a pharmaceutical composition comprising an effective amount of (−)-Secoisolariciresinol together with or associated with an additive useful as an antioxidant; a process for isolating the (−)-Secoisolariciresinol from the plant Stereospermum Personatum and also relates to use of the active fraction (−)-Secoisolariciresinol as an antioxidant or free radical scavenger.Type: GrantFiled: July 27, 2001Date of Patent: December 3, 2002Assignee: Council of Scientific and Industrial ResearchInventors: Janaswamy Madhusudana Rao, Ashok Kumar Tiwari, Upparapalli Sampath Kumar, Jhillu Singh Yadav, Kondapuram Vijaya Raghavan
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Patent number: 6362378Abstract: The present invention relates to a process for etherification of a benzyl type alcohol, to the products obtained and to their applications, in particular in the perfumery field. The etherification process of the invention consists of reacting a benzyl type alcohol with another alcohol in the presence of a catalyst, characterized in that the etherification reaction is carried out in the presence of an effective quantity of a zeolite.Type: GrantFiled: March 14, 2000Date of Patent: March 26, 2002Assignee: Rhodia ChimieInventors: Roland Jacquot, Michel Spagnol
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Patent number: 6274635Abstract: The present invention provides a method, compounds, and compositions for treating a disease associated with immune dysfunction. In accordance with the method, a pharmacologically-acceptable composition including at least one compound selected from the group of compounds consisting of 5-alkyl-resorcinol derivatives, cannabinol derivatives, cannabidiol derivatives, cannabigerol derivatives, and combinations thereof is administered to a patient under conditions sufficient to attenuate the dysfunction within the immune system. The invention also provides an antiviral cannabinol derivative that can be used in the inventive method. The invention also provides an alkylated resorcinol derivative and a method of using the alkylated resorcinol derivative to attenuate the growth of a neoplasm. The method and compound are useful for treating diseases of the immune system, such as HIV disease and neoplastic disorders.Type: GrantFiled: March 22, 2000Date of Patent: August 14, 2001Assignee: Immugen Pharmaceuticals Inc.Inventor: Craig A. Travis
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Patent number: 6271411Abstract: A process is disclosed for preparing 2-aryl-substituted indenes by reacting an indene with an arene compound substituted with an halogen atom, preferably a iodine atom, or with an organosulphonate group, said reaction being carried out in a basic medium in the presence of a palladium catalyst. The compounds obtainable by this process can be used to prepare metallocene compounds with transition metals such as titanium, zirconium or hafnium, which are useful as catalyst components in the polymerization of olefins.Type: GrantFiled: December 11, 1998Date of Patent: August 7, 2001Assignee: Montell Technology Company bvInventors: Ilya E. Nifant'ev, Yuri A. Dubitsky, Alexander A. Sitnikov
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Patent number: 6013844Abstract: A process for preparing catechol monoethers or catechols of the formula Ia or Ib ##STR1## where R.sup.1 and R.sup.2 are, independently of one another, hydrogen or C.sub.1 -C.sub.8 hydrocarbon radicals, and R.sup.3 is a C.sub.1 -C.sub.8 hydrocarbon radical, which comprises a 2-hydroxycyclohexanone dialkyl ketal of the formula II or a 2-alkoxycyclohexanone of the formula III ##STR2## a) being reacted in the gas phase in the presence of palladium on zirconium oxide as catalyst to obtain compounds Ia orb) carrying out stage a) in the presence of water to obtain compounds Ib.Type: GrantFiled: July 15, 1998Date of Patent: January 11, 2000Assignee: BASF AktiengesellschaftInventors: Daniel Heineke, Uwe Dingerdissen, Joachim Wulff-Doring, Michael Hesse
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Patent number: 5936102Abstract: The present invention is drawn to a process for preparing a 2,2,3,3-tetrafluoro-1,4-benzodioxane, by cyclocondensing a o-(2-bromo-tetrafluoroethoxy)-phenol in the presence of an acid binder.Type: GrantFiled: July 23, 1998Date of Patent: August 10, 1999Assignee: Bayer AktiengesellschaftInventors: Vera Yakovlevna Popkova, Albrecht Marhold
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Patent number: 5709720Abstract: Aromatic ethers of polyalkylphenoxyalkanols having the formula: ##STR1## or a fuel soluble salt thereof, wherein R is hydroxy, nitro or --(CH.sub.2).sub.x -NR.sub.5 R.sub.6, wherein R.sub.5 and R.sub.6 are independently hydrogen or lower alkyl having 1 to carbon atoms, and x is 0 or 1;R.sub.1 is hydrogen, hydroxy, nitro or --NR.sub.7 R.sub.8, wherein R.sub.7 and R.sub.8 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms;R.sub.2 and R.sub.3 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms; andR.sub.4 is a polyalkyl group having an average molecular weight in the range of about 450 to 5,000.The compounds of formula I are useful as fuel additives for the prevention and control of engine deposits.Type: GrantFiled: November 7, 1996Date of Patent: January 20, 1998Assignee: Chevron Chemical CompanyInventor: Richard E. Cherpeck
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Patent number: 5508461Abstract: An (S)-1-phenyl-2-substituted propane derivative shown by the following formula (I) ##STR1## wherein R.sup.1 and R.sup.2 represent a lower alkyl group, etc., or R.sup.1 and R.sup.2 may form together an alkylene group, etc.; R.sup.3, R.sup.4 and R.sup.5 represent a hydrogen atom, etc.; and X represents a hydroxyl group which may be protected with a protective group, or a halogen atom etc., can readily be produced (i) by permitting a microorganism belonging to the genus Torulaspora, the genus Candida, the genus Pichia or the like to act on a phenylacetone derivative and asymmetrically reducing the compound, or (ii) by sterically inverting an (R)-enantiomer. (R,R)-1-phenyl-2-[(2-phenyl-1-methylethyl)amino]ethanol derivative having a high optical purity can easily be obtained from the compound of the formula (I). The ethanol derivative is useful as an anti-obesity agent and the like.Type: GrantFiled: June 2, 1994Date of Patent: April 16, 1996Assignee: Daicel Chemical Industries, Ltd.Inventors: Michio Ito, Noritsugu Yamasaki, Yoshinori Kobayashi, Kiyoshi Ikura
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Patent number: 5416242Abstract: Novel hydroquinone derivatives of the formulae (I) and (II), ##STR1## wherein R.sup.1 is an alkyl group having 7 to 11 carbon atoms, ##STR2## wherein each of R.sup.2 to R.sup.5 is independently a hydrogen atom, a lower alkyl group or a lower alkoxy group provided that at least one of R.sup.2 to R.sup.5 is a lower alkyl group or a lower alkoxy group, and R.sup.6 is an alkyl group having a carbon chain of at least 2 carbon atoms. as compounds having antioxidant activity and tumor incidence inhibiting activity, and an antioxidant and a tumor incidence inhibitor containing, as an active ingredient, a hydroquinone derivative of the formula (III), ##STR3## wherein each of R.sup.7 to R.sup.10 is independently a hydrogen atom, a lower alkyl group or a lower alkoxy group, and R.sup.11 is an alkyl group having a carbon chain of at least 2 carbon atoms, and/or a salt thereof.Type: GrantFiled: August 1, 1994Date of Patent: May 16, 1995Assignee: Nippon Hypox Laboratories IncorporatedInventors: Toshio Satoh, Hitoshi Matsumoto, Yasunori Niiro
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Patent number: 5414158Abstract: It has surprisingly now been discovered that alkoxy-magnesium halides of the general formula ROMgX wherein R is an alkyl having from about 1 to 18 carbon atoms and X is a halide can be synthesized in an inert hydrocarbon in just one step process by reacting magnesium which has been preliminarily activated with small quantities (approximately 5 mol %) of magnesium alkyl with a substantially equimolar mixture of an alkyl halide and an alkanol. That is, the present invention provides a one step reaction process for preparing alkoxy-magnesium halides. This one step reaction process involves reacting magnesium metal which has been previously activated with a magnesium-alkyl compound, with an equimolar mixture of an alkyl halide and an alkanol. Yields in excess of 90% can be obtained by employing the inventive one step reaction process.Type: GrantFiled: August 17, 1993Date of Patent: May 9, 1995Assignee: Witco GmbHInventor: Stefan Gurtzgen
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Patent number: 5319148Abstract: The preparation of pyrocatechol monoethers or pyrocatechols of the formula Ia or Ib respectively ##STR1## ( R.sup.1 and R.sup.2 =H or C.sub.1 --C.sub.8 -hydrocarbon radicals; R.sup.3 =C.sub.1 --C.sub.8 -hydrocarbon radical ) by rearranging a 2-hydroxycyclohexanone dialkyl ketal II ##STR2## a) in the gas phase in the presence of a platinmetal or in the presence of a compound of one of these metals as catalyst in order to obtain a compound Ia, orb) carrying out step a) in the presence of water in order to obtain a compound Ib. The products are used as intermediates in the synthesis of pharmaceuticals, fragrances and flavors.Type: GrantFiled: March 2, 1993Date of Patent: June 7, 1994Assignee: BASF AktiengesellschaftInventors: Michael Karcher, Horst Zimmermann, Jochem Henkelmann
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Patent number: 5262573Abstract: A substantially pure, chemically distinct halomagnesium alkoxide compound is formed by reaction of a dihydrocarbylmagnesium compound with a compound which will replace an hydrocarbyl functionality thereon with an hydrocarbyloxy functionality and thereafter reacting the resulting product with a compound which replaces the other hydrocarbyl functionality with a halogen functionality, such as chlorine. The .sup.13 C nuclear magnetic resonance spectrum of the product exhibits no more than one strong, narrow absorption peak for each chemically inequivalent carbon atom in the hydrocarbyloxy ligand of the compound.Type: GrantFiled: August 6, 1991Date of Patent: November 16, 1993Assignee: Akzo nvInventors: Gregory M. Smith, Richard J. Amata, Charles F. Tirendi, Elliot I. Band
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Patent number: 5248835Abstract: A monoalkylether of a dihydric phenol compound is produced at a high conversion and selectivity by catalytically dehydration reacting a dihydric phenol compound with a lower monohydric alcohol in the presence of a catalyst comprising at least one inorganic substance of the empirical formula (I):Al.sub.a P.sub.b Ti.sub.c Si.sub.d X.sub.e O.sub.f (I):wherein X is an alkali metal (Group Ia) atom, alkaline earth metal (Group IIa) atom or a metal atom of Group VIII of the Periodic Table, a, b, c, d, e and f are the numbers of Al, P, Ti, Si, X and O atoms respectively, and provided that a =1, b =1.0 to 1.9, c =0 05 to 0.5, d=0.05 to 0.2, e=0 to 0.9 and f=4.2 to 8.1, and collecting the resultant reaction product from the reaction system.Type: GrantFiled: April 16, 1992Date of Patent: September 28, 1993Assignee: Ube Industries, Ltd.Inventors: Yasushi Shiomi, Yasuo Nakamura, Takumi Manabe, Shinichi Furusaki, Masaoki Matsuda, Muneki Saito
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Patent number: 5189225Abstract: A monoalkylether of dihydric phenol compound is produced by bringing a feed gas comprising a mixture gas of a dihydric phenol compound with a monohydric alcohol compound into contact with an active catalyst component comprising at least one member selected from phosphorus compounds, and mixtures and reaction products of phosphorus compounds with boron compounds and carried on an inert solid carrier consisting of, for example, .alpha.-alumina, .gamma.-alumina, activated carbon or titania grains, and preferably having a pore volume of 0.1 ml/g or more and a specific surface area of 1 m.sup.2 /g or more, at a temperature of 200.degree. C. to 400.degree. C., and collecting the resultant reaction product from the reaction mixture.Type: GrantFiled: September 28, 1990Date of Patent: February 23, 1993Assignee: Ube Industries, Ltd.Inventors: Shinichi Furusaki, Masaoki Matsuda, Muneki Saito, Yasushi Shiomi, Yasuo Nakamura, Michio Tobita
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Patent number: 5149888Abstract: The phenols and phenol ethers, e.g., phenol itself, are effectively hydroxylated by reacting hydrogen peroxide therewith, in the presence of a catalytically effective amount of titanium dioxide.Type: GrantFiled: February 28, 1990Date of Patent: September 22, 1992Assignee: Rone-Poulenc ChimieInventors: Michel Costantini, Eric Garcin, Michel Gubelmann, Jean-Michel Popa
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Patent number: 5146010Abstract: A process for removing guaiacols from naturally-occurring cresylic acid mixtures by pyrolysis is described.Type: GrantFiled: August 9, 1991Date of Patent: September 8, 1992Assignee: Merichem CompanyInventors: James A. Brient, Marvin H. Strunk, Jr.
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Patent number: 5097078Abstract: The phenols and phenol ethers are hydroxylated by reacting such phenols/phenol ethers with hydrogen peroxide, in the presence of (a) a catalytically effective amount of an alkali metal or alkaline earth metal salt of at least one protonic acid having a pKa in water of less than -0.1, and (b) an effective amount of at least one phosphorus oxyacid.Type: GrantFiled: July 6, 1990Date of Patent: March 17, 1992Assignee: Rhone-Poulenc ChimieInventors: Michel Costantini, Dominique Laucher
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Patent number: 5082978Abstract: Mono-, di- and triphenols are selectively monomethylated by reaction with para-dimethoxybenzene in the presence of a catalytically effective amount of an acid catalyst.Type: GrantFiled: May 9, 1991Date of Patent: January 21, 1992Assignee: Rhone-Poulenc ChimieInventors: Michel Gubelmann, Christian Allandrieu
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Patent number: 5025095Abstract: Substituted diallylphenol derivatives are useful as reactive diluents for bismaleimides. Formulations comprising bismaleimides and substituted diallylphenol derivatives are particularly useful in resin transfer molding and filament winding techniques.Type: GrantFiled: October 12, 1990Date of Patent: June 18, 1991Assignee: Ciba-Geigy CorporationInventors: Yefim Blyakhman, Byung H. Lee