Polycarboxylic Acid Patents (Class 560/180)
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Patent number: 6642278Abstract: A mixture contains diacetyl tartaric acid esters of mono- and diglycerides based on C12 to C22 fatty acids or comprises diacetyl tartaric acid glycerol monoesters containing: (A) one fatty acid group, one diacetylated tartaric acid monoester group and a free hydroxyl group; and (B) one fatty acid group and two diacetylated tartaric acid monoester groups, in which the molar percentages of (A) and (B) obtained by a specific NMR-technique satisfy certain defined parameters. Preferably the mixture is based on mono- and diglycerides of substantially saturated C16 and/or C18 fatty acids. Processes for preparing the mixture defined above and the use thereof as emulsifier, dough conditioner, in flour and in bakery improves for yeast-leavened baked products are disclosed as are baked products in which the mixture defined above has been incorporated.Type: GrantFiled: December 30, 1999Date of Patent: November 4, 2003Assignee: Quest International B.V.Inventors: Bartholomens Jozef Vanschie, Peter Johannes Coenders, Pieter H. P. Stegeman, Johannes Durk Gombert, Martin Robert Roest
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Publication number: 20030204105Abstract: The present invention provides methods for purification of pravastatin or a pharmacologically acceptable salt thereof using a salting-out technique. Inorganic salts are added to an aqueous solution of pravastatin of a pharmacologically acceptable salt thereof which was obtained from culturing of microorganisms, to selectively precipitate the pravastatin or pharmacologically acceptable salt.Type: ApplicationFiled: April 16, 2003Publication date: October 30, 2003Applicant: SANKYO COMPANY, LIMITEDInventors: Nobunari Sugio, Yasuyuki Takamatsu, Shunshi Kojima, Mutsuo Suzuki, Minoru Hagisawa, Kiyoshi Hamano
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Patent number: 6635299Abstract: The invention provides a mixture comprising esters selected from the group consisting of diacetyl tartaric acid esters of mono- and diglycerides based on C12 to C22 fatty acids and succinic acid esters of mono- and diglycerides based on C12 to C22 fatty acid esters which mixture comprises diacetyl tartaric acid glycerol monesters and/or succinic acid glycerol monoesters containing: (A) one fatty acid group, one succinic acid or diacetylated tartaric acid and one free hydroxyl group or a mixture comprising these esters and (B) one fatty acid group, two succinic acid groups or two diacetylated tartaric acid groups or one succinic acid group and one diacetylated tartaric acid group monoester groups in which the concentrations of (A) and (B) obtained by a specific NMR technique satisfies certain defined parameters.Type: GrantFiled: June 22, 2000Date of Patent: October 21, 2003Assignee: Quest International B.V.Inventors: Bartholomeus Jozef Van Schie, Peter Johannes Coenders, Pieter H. P. Stegeman, Johannes Durk Gombert, Martin Robert Roest
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Patent number: 6627768Abstract: The invention provides a process for the conversion of an extracted carboxylic acid to a non-ionized derivative thereof, comprising contacting a carboxylic acid containing aqueous solution with a water-insoluble amine solvent, to recover acid therefrom and to form an extract carrying amine-bound carboxylic acid, characterized in that said extract is contacted with a concentrated aqueous solution of said same acid of high concentration, whereby additional acid is transferred to said extract to form a loaded extract and said loaded extract is reacted to form a non-ionized derivative of said acid, by reactions known per se, whereby said acid is converted into a non-ionised derivative form and said amine solvent is liberated for recycling.Type: GrantFiled: March 26, 2002Date of Patent: September 30, 2003Assignee: A. E. Staley Manufacturing CompanyInventor: Avraham Baniel
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Patent number: 6620964Abstract: A description is given of a process for preparing dihydroxycarboxylic esters and of an overall process for preparing R-(+)-&agr;-lipoic acid.Type: GrantFiled: December 2, 2002Date of Patent: September 16, 2003Assignee: BASF AktiengesellschaftInventors: Martin Jochen Klatt, Markus Niebel, Melanie Erhardt
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Patent number: 6559243Abstract: The present invention relates to glyoxylic compound comprising one or more active ingredient. By the present invention, a delayed release of the active ingredient is provided upon contact of the compound with an aqueous medium.Type: GrantFiled: February 8, 2001Date of Patent: May 6, 2003Assignee: The Procter & Gamble CompanyInventors: Stephen Wayne Heinzman, Simon Timothy Farrington Sawyer, Robert J. Strife, Arnaud Pierre Struillou
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Patent number: 6492550Abstract: Inhibitors of the cytosolic phospholypase A2 enzymes are provided which are of use in controlling a wide variety of inflammatory diseases. The inhibitors of the present invention have the general formula where X, Z, X1, R1, R2, Ra and Rb are as defined in the specification.Type: GrantFiled: February 8, 2001Date of Patent: December 10, 2002Assignee: Bristol-Myers Squibb CompanyInventors: Jacques Banville, Serge Plamondon, Yonghua Gai, Neelakantan Balasubramanian
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Patent number: 6465680Abstract: A process for preparing a malonic acid monoester or &bgr;-ketoester from an epoxide includes the steps of reacting an epoxide with carbon monoxide and an alcohol in the presence of a catalytic amount of a cobalt compound and at least one promoter to produce a &bgr;-hydroxyester, separating the &bgr;-hydroxyester from the cobalt compound and the promoter, and oxidizing the &bgr;-hydroxyester to produce a malonic acid monoester or &bgr;-ketoester.Type: GrantFiled: June 20, 2001Date of Patent: October 15, 2002Assignee: Samsung Electronics Co., Ltd.Inventors: Byeong No Lee, In-Sun Jung, Eun Joo Jang
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Publication number: 20020111508Abstract: A process for producing esters of citric acid from citric acid and linear or branched aliphatic monoalcohols of 4 to 14 carbon atoms wherein the essential characteristics are the use of a limited stoichiometric excess amount of alcohol relative to the acid employed and the immediate acylation of the unprocessed ester, i.e. the conversion of the unprocessed ester with an acylating agent for masking the OH— group without having previously subjected it to any purification operation.Type: ApplicationFiled: January 31, 2002Publication date: August 15, 2002Inventors: Klaus Bergrath, Thomas Klein, Hans Bohnen
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Publication number: 20020111382Abstract: Disclosed is method for treating viral infections and compounds for use in such treatments. The method involves administering a pharmaceutical formulation including 3,5-dicaffeoylquinic acid or its analogs or derivatives to a patient.Type: ApplicationFiled: September 6, 2001Publication date: August 15, 2002Inventors: Xiangmin Cui, Qiang Xu, Long-Ze Lin, Lianyun Zhao, Shunxiang Zhang, Lydia Wu, Yuefeng Lu
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Patent number: 6417391Abstract: A process for the preparation of a 2-methyl-1,3-dicarboxylate by reaction of a 1,3-dicarboxylate with formaldehyde and hydrogen, where, based on 1 mol of dicarboxylate, from 1.0 to 2.0 mol of formaldehyde are used, and either the reaction mixture or 2-hydroxymethyl-2-methyl-1,3-dicarboxylate isolated therefrom as by-product are subjected to thermolysis at temperatures of from 50° C. to 300° C.Type: GrantFiled: October 12, 1999Date of Patent: July 9, 2002Assignee: Degussa AGInventor: Frank Bauer
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Patent number: 6417389Abstract: This invention relates to a novel advantageous process for the stereoselective preparation of 2-hydroxy-4-phenylbutyrates (HPB esters) and of their precursors. This is done by starting from readily accessible &agr;-unsaturated &agr;-hydroxy-&ggr;-keto esters which can be prepared by Claisen condensation.Type: GrantFiled: September 25, 2000Date of Patent: July 9, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Martin Studer, Peter Herold, Adriano Indolese, Stefan Burckhardt
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Patent number: 6407282Abstract: Monoester monoacid fluoride of dicarboxylic acid is produced by allowing dicaroxylic acid fluoride represented by the following general formula: FOCCF(CF3)OCF2(A)p(CF2)qCOF where A is a bifunctional perfluorinated group having 1 to 10 carbon atoms; p is 0 or 1; and q is 0 or an integer of 1-10, to react with an alcohol having at least 3 carbon atoms, thereby esterifying the terminal CF2COF group. Such selective monoesterification reaction is effective for separation and purification of a dicarboxylic acid difluoride isomer mixture comprising symmetrical dicarboxylic acid difluoride and asymmetrical dicarboxylic acid difluoride.Type: GrantFiled: October 30, 2000Date of Patent: June 18, 2002Assignee: Nippon Mektron, LimitedInventors: Hiroaki Murata, Sunao Ikeda, Satoru Saito
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Patent number: 6403825Abstract: Described are processes for producing citrate esters in, an economic fashion. Esters are prepared by esterification of a citric acid-containing fermentation broth having been treated to remove cations and optionally other impurities, but containing sugar(s). Esters are also prepared by reacting an impure aqueous citric acid source with an alcohol to provide a heterogeneous aqueous/organic reacted mixture, wherein the organic phase contains the ester and the aqueous phase retains water-soluble impurities. A liquid phase separation is then used to separate the organic and aqueous phases, conveniently separating the impurities from the product and avoiding the energy-intensive distillation of water from the reaction medium.Type: GrantFiled: November 30, 1999Date of Patent: June 11, 2002Assignee: Reilly Industries, Inc.Inventors: Edward P. Frappier, James E. Davis, Martin Grendze, Eric F. V. Scriven, John T. Wyeth, Kuen-Wai Chiu
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Patent number: 6395713Abstract: This invention features permeability enhancer molecules, and methods, to increase membrane permeability of negatively charged polymers thereby facilitating cellular uptake of such polymers.Type: GrantFiled: July 21, 1998Date of Patent: May 28, 2002Assignee: Ribozyme Pharmaceuticals, Inc.Inventors: Leonid Beigelman, Jasenka Matulic-Adamic, Alex Karpeisky, Peter Haeberli, David Sweedler, Mark Reynolds, Nilabh Chaudhary, John Min
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Publication number: 20020045769Abstract: The present invention relates to a novel acyclic chiral derivatives of Hibiscus acid of formula I, 1Type: ApplicationFiled: September 5, 2001Publication date: April 18, 2002Inventors: Ibrahim Ibnu Saud, Rani Rajasekharan Nair
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Publication number: 20020042528Abstract: The present invention relates to a novel acyclic chiral compound of Garcinia acid of formula I, 1Type: ApplicationFiled: September 5, 2001Publication date: April 11, 2002Inventors: Ibrahim Ibnu Saud, Tom Thomas Puthiyaparampil
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Patent number: 6365541Abstract: An alkoxylation catalyst is prepared by a) reaction of one mol of a dicarboxylic acid with from 1.5 to 8 mol of an alkoxylated alcohol to form the corresponding dicarboxylic monoester, b) formation of an alkaline earth metal salt of the dicarboxylic monoester by addition of water and from 0.45 to 0.55 mol of a basic alkaline earth metal compound per mol of dicarboxylic acid originally used, c) partial neutralization of the alkaline earth metal salt by addition of from 0.25 to 0.7 mol of H2SO4 per mol of basic alkaline earth metal compound originally used and d) removal of the water present at a temperature of less than 100° C. The catalyst prepared in this way makes it possible to prepare colorless alkoxylates having a narrow homologue distribution.Type: GrantFiled: February 25, 1999Date of Patent: April 2, 2002Assignee: Clariant GmbHInventors: Ignaz Wimmer, Hildegard Freundl
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Patent number: 6359165Abstract: Enantiomerically pure &bgr;-hydroxy esters are prepared by a process in which &bgr;-keto esters are reacted with hydrogen in the presence of catalysts of the formula LRuX2 where X is halogen, acetate, allyl, methallyl, 2-phenylallyl, perchlorate, trifluoroacetate, tetrafluoroborate, hexafluoroantimonate, hexafluorophosphate, hexafluoroarsenate or trichloroacetate, L is a bidentate phospholane of the formula I where B=a bridging link with 1-5 carbon atoms between the two phosphorus atoms, R1=H, C1-C6-alkyl, aryl, alkylaryl or SiR23, R2=alkyl or aryl, m=0 or 1, R3=H or OR4, and R4=R1, with the proviso that if m=1 then R3=H and if m=0 then R3 ≠ H.Type: GrantFiled: September 29, 1999Date of Patent: March 19, 2002Assignee: BASF AktienegesellschaftInventors: Rainer Stürmer, Martin Jochen Klatt, Armin Börmer, Jens Holz, Gudrun Voss
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Patent number: 6316505Abstract: Block copolymers containing a fluorinated hydrocarbon unit, a hydrocarbon unit, and a poly(oxyethylene) unit are useful in fluid formulations of pharmaceutical agents. A typical embodiment is: C11H23—CONHC2H4NHCO—C8F16—CONHC2H4NHCOO—(C2H4O)34—H.Type: GrantFiled: August 5, 1999Date of Patent: November 13, 2001Assignee: Supratek Pharma, Inc.Inventors: Alexander V. Kabanov, Serguei V. Vinogradov
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Patent number: 6310233Abstract: A pressure process for preparing a hydroxyalkyl ester monomer and oligomer that can be used to prepare a polyester such as polyethylene terephthalate (PET) is disclosed. The process includes the steps of reacting, by ethoxylation, dicarboxylic acid and alkylene oxide in the presence of a compressed gas medium to form a specified mixture of monohydroxyalkyl ester and bishydroxyalkyl ester. The reaction pressure is such that the density of the gas medium is greater than or equal to half the critical density of the compressed gas medium. The mole ratio of the alkylene oxide to the dicarboxylic acid is less than about 2:1, and preferably 1.1:1.2. The DP of all reaction products is less than 5. The reactant product may be polymerized into a polyester. The process may optionally employ catalysts such as amines or amino acids. The compressed gas medium can be a solvent and an optional cosolvent. The temperature of reaction is from about 100° C. to 240° C. at a pressure of 50-5000 psi.Type: GrantFiled: November 4, 1998Date of Patent: October 30, 2001Assignee: Arteva North America S.A.R.L.Inventors: Charles J. Maurer, Gordon Shaw, Vicky S. Smith
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Patent number: 6300511Abstract: The present invention provides a method of substituting a carbonyl compound with fluorine at the &agr;-position, comprising reaching the carbonyl compound with a fluorinating present of a metal-containing catalyst. The reaction results in replacement of a hydrogen atom by fluorine. The catalyst, which is used in a catalytically effective amount, is preferably a transition metal. In one class of methods the catalyst is a transition metal compound. In another class of methods, the catalyst is an elemental metal, in which case the carbonyl compound has an activating group attached to the carbon atom which is substituted by fluorine.Type: GrantFiled: March 27, 2000Date of Patent: October 9, 2001Assignee: F2 Chemicals LimitedInventors: Richard Dickinson Chambers, John Hutchinson, John Stewart Moilliet
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Patent number: 6255262Abstract: A process for reproducibly forming a thermally and oxidatively stable high hydroxyl glycerol di-ester compound which is particularly useful as a lubricant. The glycerol di-ester compound is formed by reacting a glycidyl ester with an excess of a neo acid salt. The di-ester product is produced in a nearly quantitative conversion and is readily recoverable from the reaction mixture via a water wash, vacuum dry, and a mild wiped film evaporator treatment.Type: GrantFiled: November 9, 1998Date of Patent: July 3, 2001Assignee: Exxon Chemical Patents Inc.Inventors: Michael J. Keenan, Martin A. Krevalis, David W. Turner
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Patent number: 6235702Abstract: A concentrated aqueous pearlescent composition containing: (a) from 1 to 99.9% by weight of an ester formed by reacting a hydroxy-functionalized carboxylic acid with a fatty alcohol containing from 6 to 22 carbon atoms; (b) from 0.1 to 90% by weight of an emulsifier selected from the group consisting of an anionic surfactant, a nonionic surfactant, a cationic surfactant, an ampholytic surfactant, a zwitterionic surfactant, an esterquat, and mixtures thereof; and (c) up to 40% by weight of a polyol, all weights being based on the total weight of the composition.Type: GrantFiled: March 31, 1999Date of Patent: May 22, 2001Assignee: Henkel Kommaditgesellschaft auf AktienInventors: Achim Ansmann, Rolf Kawa, Stefan Podubrin, Alfred Westfechtel
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Patent number: 6229042Abstract: The invention relates to a process for the preparation of compounds of the general formula I in which R1 and R2 are identical or different and are a C1-C20-alkyl group, C3-C12-cycloalkyl group, C7-C12-aralkyl group or a mono- or binuclear aryl group, in which a ketone of the formula III or IV in which R1 and R2 have the above meaning, is asymmetrically hydrogenated.Type: GrantFiled: November 18, 1999Date of Patent: May 8, 2001Assignee: ASTA Medica AktiengesellschaftInventors: Rainer Gewald, Gunter Laban
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Patent number: 6184376Abstract: Methods and novel intermediates of the formula: wherein R6 and R7 are lower alkyl or benzyl or R6 and R7 taken together are —CH2CH2—, —CH2CH2CH2— or —CH2CH2CH2CH2CH2—, R8 is C1-C21 alkyl or a C2-C21 monounsaturated alkenyl, which may optionally be substituted with substitution substituents independently selected from the group consisting of hydroxy, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkoxy C1-C6 alkyl, C1-C6 alkanoyl, amino, halo, cyano, azido, oxo, mercapto and nitro, and R9 is an alcohol protecting group. The intermediates are useful for the preparation of acyclic nucleoside derivatives of the formula: where one of R1 and R2 is an amino acid acyl group and the other of R1 and R2 is a —C(O)C3-C21 saturated or monounsaturated, optionally substituted alkyl and R3 is OH or H; or a pharmaceutically acceptable salt thereof.Type: GrantFiled: August 6, 1998Date of Patent: February 6, 2001Assignee: Mediver ABInventors: M. Robert Leanna, Steven M. Hannick, Michael Rasmussen, Jien-Heh J. Tien, Lakshmi Bhagavatula, Pulla Reddy Singam, Bradley D. Gates, Lawrence Kolaczkowski, Ramesh R. Patel, Greg Wayne, Greg Lannoye, Weijiang Zhang, Zhenping Tian, Kirill A. Lukin, Bikshandarkoil A. Narayanan, David A. Riley, Howard Morton, Sou-Jen Chang, Cynthia B. Curty, Daniel Plata, John Bellettini, Bhadra Shelat, Tiffany Spitz, Cheng-Xi Yang
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Patent number: 6127517Abstract: Before hexafluoropropene oxide (HFPO) is polymerized in a polymerization initiator solution of a polymerization initiator of the formula: CSOCF.sub.2 --Rf--CF.sub.2 OCs wherein Rf is a perfluoroalkylene group which may have an ether bond in an aprotic polar solvent, the initiator solution is treated by adding a perfluoroolefin thereto at a sufficient temperature for the removal of protonic substances, cesium fluoride and hydrogen fluoride. This simple treatment restrains chain transfer reaction, and the process is successful in producing a difunctional HFPO polymer having a high degree of polymerization while suppressing formation of a monofunctional HFPO polymer.Type: GrantFiled: April 1, 1999Date of Patent: October 3, 2000Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Noriyuki Koike, Shinichi Sato, Nobuyuki Kobayashi
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Patent number: 6107286Abstract: Cationic lipids of general formula (I), wherein m is an integer from 2 to 6 inclusive; n is an integer from 1 to 9 inclusive, preferably 1-5, where, when n is 2-9, a single R grouping other than hydrogen is present in the general formula, and m has variable or identical values within the groupings (a) or --(CH.sub.2).sub.m ; R is a hydrogen atom or a radical of general formula (II), wherein X or X.sup.1, which are the same or different, are an oxygen atom, a methylene grouping --(CH.sub.2).sub.q -- where q is 0, 1, 2 or 3, or an amino grouping --NH-- or NR.sup.1 --, where R is a C.sub.1-4 alkyl grouping; Y and Y.sup.1, which are the same or different, are a hydrogen atom or an optionally substituted C.sub.1-4 alkyl radical, and p is 0-5; and R.sub.6 is a cholesterol derivative or an alkylamino grouping --NR.sub.1 R.sub.2, where R.sub.1 and R.sub.2 are, independently of each other, a straight or branched, saturated or unsaturated C.sub.12-22 aliphatic radical.Type: GrantFiled: June 4, 1997Date of Patent: August 22, 2000Assignee: Rhone-Poulenc Rorer S.A.Inventors: Gerardo Byk, Daniel Scherman, Catherine Dubertret
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Patent number: 6090950Abstract: Novel chiral boron and aluminum hydride complexes, compositions comprising the chiral hydride complexes, and methods for their synthesis and use are described. The novel chiral hydride complexes are of the formulas:MBH.sub.4-n-a (R*).sub.n (R').sub.a ;MBH.sub.2-b (R**) (R').sub.b ;MBH(R***);MBH(R*) (R");MAlH.sub.4-n-a (R*).sub.n (R').sub.a ;MAlH.sub.2-b (R**)(R').sub.b ;MAlH(R***); andMAlH(R*) (R"),whereinM is Na.sup.+, Li.sup.+ or K.sup.+ ;each R* is independently a monodentate chiral ligand;R** is a bidentate chiral ligand;R*** is a tridentate chiral ligand;R' is a monodentate achiral ligand;R" is a bidentate achiral ligand;n is 1-3;a is 0-2; andb is 0-1,with the proviso that n+a.ltoreq.3, and with the further proviso that when R** is S-BINOL, M is not Li.sup.+.Type: GrantFiled: August 23, 1996Date of Patent: July 18, 2000Assignee: Zeeland Chemicals, Inc.Inventor: Glenn L. Heise
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Patent number: 5919973Abstract: The invention provides a process for polymerizing hexafluoropropene oxide in a polymerization initiator solution to produce a fluorinated polyether. The initiator solution contains a polymerization initiator of the formula: CSOCF.sub.2 -Rf-CF.sub.2 OCs wherein Rf is a C1-C4 perfluoroalkylene group or a C2-C1O perfluoroalkylene group having an ether bond in a linear or cyclic hydrocarbon compound having at least 5 ether bonds in a molecule. An aprotic polar solvent having a melting point of lower than -40.degree. C. under atmospheric pressure is added to the initiator solution.Type: GrantFiled: December 2, 1997Date of Patent: July 6, 1999Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takashi Matsuda, Noriyuki Koike, Shinichi Sato
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Patent number: 5919969Abstract: The invention provides a method of synthesis of a image-dye forming coupler of formula (I) ##STR1## wherein X is a substituent linked to the coupler by an atom of oxygen, sulfur or nitrogen R.sup.1 is an alkyl or aryl group, R.sup.2 is a hydrogen atom or an alkyl group; R.sup.3 to R.sup.7 are the same or different and selected from a hydrogen atom and substituent groups;which method comprises the reaction of a compound of formula (II) ##STR2## wherein R and R.sup.1 are the same or different and are as defined above for R.sup.1 and X is as defined above with a compound of formula (III) ##STR3## wherein R.sup.2 to R.sup.7 are as defined above, in the presence of an inert organic solvent.Type: GrantFiled: June 4, 1997Date of Patent: July 6, 1999Assignee: Eastman Kodak CompanyInventor: Michael W. Crawley
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Patent number: 5892071Abstract: For use in transporting biologically active species into and through membrane barriers, a symmetrical cationic diamine compound having the general structure ##STR1## wherein m=1-10; R.sub.1 is a hydrogen, an alkyl group, an alkenyl group, a hydroxylated alkyl or alkenyl group, or an ether containing alkyl or alkenyl group; R.sub.2 is an alkyl group, an alkenyl group, or an alkyl or alkenyl containing acyl group; R.sub.3 is a hydrogen, an alkyl group, an alkenyl group, a hydroxylated alkyl or alkenyl group, or an ether containing alkyl or alkenyl group; R.sub.4 is a hydrogen, an alkyl group, an alkenyl group, a hydroxylated alkyl or alkenyl group, or an ether containing alkyl or alkenyl group; and X.sup.- is an anion.Type: GrantFiled: September 15, 1995Date of Patent: April 6, 1999Assignee: The Reagents of The University of CaliforniaInventors: Michael H. Nantz, Michael J. Bennett, Robert W. Malone
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Patent number: 5886193Abstract: A support carrying a homocyclic or heterocyclic ring containing a first and second carbon atom wherein: (i) the first carbon atom is substituted by a nucleophilic group or a group convertible to a nucleophilic group on treatment with base; (ii) the second carbon atom is substituted by a hydroxy group, a hydroxy group protected by an acid labile protecting group, or a phosphate group substituted by an oligonucleotide; and (iii) the first and second carbon atoms are directly connected by a covalent bond; which is suitable for use in oligonucleotide synthesis. Methods for its preparation and use, and novel compounds for attachment to the support are described.Type: GrantFiled: May 9, 1997Date of Patent: March 23, 1999Assignee: Zeneca LimitedInventors: Michael Joseph McLean, Andrew John Garman
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Patent number: 5866710Abstract: A process for the preparation of an ester comprises carrying out an esterification in the presence of a catalyst comprising the reaction product of an orthoester or a condensed orthoester of titanium or zirconium, an alcohol containing at least two hydroxyl groups, a 2-hydroxy acid and a base. The process can be a direct esterification or a transesterification and can be a polyesterification. The catalyst can effectively produce esters without leading to a haze in the final product and there is a reduced amount of yellowing of polyesters in comparison to known catalysts.Type: GrantFiled: June 5, 1997Date of Patent: February 2, 1999Assignee: Tioxide Specialties LimitedInventors: John Ridland, Iain Wesley Hepplewhite, Brian Steven Jolly
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Patent number: 5847198Abstract: A process for the preparation of an ester, especially fluorinated esters R.sub.1 O.OC--CHR.sub.2 --CO.OR.sub.3, R.sub.1 and R.sub.3 are each independently selected from alkyl, cycloalkyl and aryl. R.sub.2 is selected from hydrogen, alkyl, cycloalkyl. The method includes the steps of covering a corresponding compound of formula 2: R.sub.1 O.OC--CHR.sub.2 --CO.OR.sub.3 in the presence of a base, of salt of a compound of formula 2, into corresponding compound of formula 1 by the reaction of elemental fluorine.Type: GrantFiled: December 12, 1997Date of Patent: December 8, 1998Assignee: F2 Chemicals LimitedInventors: Richard Dickinson Chambers, John Hutchinson, Julie Thomson
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Patent number: 5831131Abstract: A process for the faster manufacturing of hydrocarbon, fluorocarbon and chlorocarbon acyl peroxides is disclosed wherein a hydroxide, a peroxide and an acyl halide are reacted under continuous vigorous agitation conditions so as to bring the reaction to substantial completion is less than one minute.Type: GrantFiled: August 26, 1996Date of Patent: November 3, 1998Assignee: E. I. du Pont de Nemours and CompanyInventors: Carl George Krespan, Robert Clayton Wheland
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Patent number: 5792876Abstract: A process is described for producing acetals comprising reacting an aldehyde or a ketone with an alcohol in the presence of a titanium compound having an acetylacetone as a ligand, or in the presence of a compound selected from the group consisting of stannous chloride dihydrate, cerium chloride hexahydrate and bismuth chloride. The process can be used in the synthesis of unstable acetals or when water exists in the reaction mixture, and therefore the process can be used for a wide variety of applications.Type: GrantFiled: November 6, 1996Date of Patent: August 11, 1998Assignee: Kuraray Co., Ltd.Inventors: Hideharu Iwasaki, Masahiko Kitayama, Takashi Onishi
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Patent number: 5759968Abstract: A lubricating agent contains at least one alkylene oxide derivative having an alkylene oxide group and an ester moiety or an ammonium salt moiety, which is represented by the following general formula (1), (2), (3) or (4):R.sup.1 --O--(R.sup.2 O).sub.m --R.sup.3 --COO--R.sup.4 (1)R.sup.1 O--(R.sup.2 O).sub.m --R.sup.3 --COONH.sub.3 --R.sup.4 (2)R.sup.4 --OCO--R.sup.3 --O--(R.sup.2 O).sub.m --R.sup.3 --COO--R.sup.4 (3)R.sup.4 --NH.sub.3 OCO--R.sup.3 --O--(R.sup.2 O).sub.m --R.sup.3 --COONH.sub.3 --R.sup.4 (4)wherein R.sup.1 is a hydrocarbon group having 1 to 26 carbon atoms or a hydrogen atom, R.sup.2 is a hydrocarbon group having 1 to 6 carbon atoms, R.sup.3 is a hydrocarbon group having 1 to 26 carbon atoms, R.sup.4 is a hydrocarbon or fluorocarbon group having 1 to 26 carbon atoms, and m is from 1 to 12.Type: GrantFiled: September 5, 1996Date of Patent: June 2, 1998Assignee: Hitachi Maxell, Ltd.Inventors: Takahiro Furutani, Sayaka Shinomoto, Kazushi Miyata
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Patent number: 5744625Abstract: For use transporting biologically active species into and through membrane barriers, a symmetrical cationic diamine compound having the general structure ##STR1##Type: GrantFiled: May 16, 1996Date of Patent: April 28, 1998Assignee: The Reagents of the University of CaliforniaInventors: Michael H. Nantz, Michael J. Bennett, Robert W. Malone
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Patent number: 5723655Abstract: The present invention relates to an amine compound represented by the following general formula (1): ##STR1## wherein R.sup.1 and R.sup.2 represent individually a linear or branched C.sub.1 -C.sub.24 alkyl or alkenyl group which may be substituted by a hydroxyl group, X.sup.1 represents a C.sub.1 -C.sub.6 alkylene or alkenylene group which may be substituted by a hydroxyl, sulfonic or carboxyl group, Y.sup.1 represents a carboxyl or sulfonic group, or a sulfuric acid residue, Y.sup.2 represents a hydroxyl group, a sulfuric acid residue or a group --OCO--X.sup.1 --COOH, Z represents a sulfoalkyl group or a group obtained by removing an amino group from an amino acid or a salt thereof, and n represents a number of 0 or 1, or a salt or quaternized product thereof, an intermediate useful for the preparation thereof, and detergent compositions containing such an amine compound.Type: GrantFiled: January 7, 1997Date of Patent: March 3, 1998Assignee: Kao CorporationInventors: Mitsuru Uno, Tomohito Kitsuki, Katsumi Kita
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Patent number: 5648387Abstract: Dialkyl ethers lower Lp(a) and triglycerides, and elevate HDL-cholesterol, and are thereby useful for treating vascular diseases and noninsulin-dependent diabetes mellitus.Type: GrantFiled: March 24, 1995Date of Patent: July 15, 1997Assignee: Warner-Lambert CompanyInventors: Charles Larry Bisgaier, Paul Leroy Creger, Alan Robert Saltiel, Sherrie Rae Tafuri
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Patent number: 5612439Abstract: Novel functionalized peroxides which may be used as crosslinking, grafting and curing agents, initiators for polymerization reactions and as monomers for condensation polymerizations to form peroxy-containing polymers, which in turn can be used to prepare block and graft copolymers, have the following Formula I: ##STR1## R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, X, Y.sup.1, Y.sup.2, Y.sup.3, Z.sup.1, Z.sup.2, x, y and z are as defined in the Summary of the Invention. The compounds of Formula I may be prepared by reacting hydroxy-containing tertiary hydroperoxides with diacid halides, phosgene, dichloroformates, diisocyanates, anhydrides and lactones to form the functionalized peroxides. These reaction products may be further reacted, if desired, with dialcohols, diamines, aminoalcohols, epoxides, epoxy alcohols, epoxy amines, diacid halides, dichloroformates and diisocyanates to form additional functionalized peroxides.Type: GrantFiled: June 6, 1995Date of Patent: March 18, 1997Assignee: Elf Atochem North America, Inc.Inventor: Daryl L. Stein
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Patent number: 5576470Abstract: A compound of the general formula (I) ##STR1## wherein R is alkyl from about 4 to about 22 carbon atoms, R.sup.1 and R.sup.2 independently of one another are alkyl from about 1 to about 22 carbon atoms, X is either sulphur or oxygen, Y is --C.sub.2 H.sub.4 O-- or --C.sub.3 H.sub.6 O-- or a mixture of --C.sub.2 H.sub.4 O and --C.sub.3 H.sub.6 O--, m is a number from about 1 to about 20, n is a number from about 1 to about 6, p is a number from 2 to 4, q is a number from 0 to about 2 and r is a number from 0 to about 2, with q+r+p being the integer 4. This invention is also directed m the method for treating fibers by applying this compound.Type: GrantFiled: August 29, 1994Date of Patent: November 19, 1996Assignee: Henkel CorporationInventors: F. Norman Tuller, Michael E. Allen
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Patent number: 5554687Abstract: Composite material produced from a first polyisocyanate-based mixture, from a second mixture comprising at least one ethylenically unsaturated monomer, at least one polyoxyalkylene polyamine and one ethylenically unsaturated polymer, and from a cross-linking catalyst. The first mixture comprises at least one polyisocyanate and at least one catalyst for reacting isocyanate functions with the ethylenically unsaturated polymer of the second mixture, and the second mixture comprises, for 100 parts by weight: 25 to 50 parts by weight of at least one ethylenically unsaturated monomer, 50 to 75 parts by weight of an unsaturated amine polyester resin which is the product of the reaction between (a) an unsaturated polyol polyester prepolymer and (b) a polyoxyalkylene amine, the weight ratio (a)/(b) being at least equal to 0.8, and as much as 4 parts by weight of at least one cross-linking catalyst. Application in the production of high modulus heat-resistant moulded articles.Type: GrantFiled: December 27, 1994Date of Patent: September 10, 1996Assignee: Cray Valley S.A.Inventor: Yeong-Show Yang
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Patent number: 5530143Abstract: (6S)-6,8-Dihydroxyoctanoic esters I ##STR1## (R.sup.1 =alkyl, cycloalkyl, aralkyl or aryl), are prepared by reducing a (3S)-3-hydroxyoctanedioic diester II ##STR2## (R.sup.2 =an R.sup.1 radical group) with a complex hydride and are mainly used as intermediates for synthesizing compounds of the type of liponic acid.Type: GrantFiled: January 31, 1995Date of Patent: June 25, 1996Assignee: BASF AktiengesellschaftInventors: Friedhelm Balkenhohl, Joachim Paust
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Patent number: 5527928Abstract: For use in transporting biologically active species into and through membrane barriers, a symmetrical cationic diamine compound having the general structure ##STR1##Type: GrantFiled: September 30, 1994Date of Patent: June 18, 1996Inventors: Michael H. Nantz, Michael J. Bennett, Robert W. Malone
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Patent number: 5523479Abstract: A process for the preparation of carboxylic acids which contain ether groups by the catalytically accelerated addition of alcoholic hydroxyl groups from mono- or polyhydric alcohols to tertiary-alkyl esters of .alpha.,.beta.-unsaturated carboxylic acids, and followed with acid hydrolysis of the tertiary-alkyl .beta.-ethercarboxylate obtained as intermediates in this way.Type: GrantFiled: April 20, 1994Date of Patent: June 4, 1996Assignee: Bayer AktiengesellschaftInventors: Josef Sanders, Klaus Konig
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Patent number: 5510371Abstract: The present invention is directed to compounds which inhibit farnesyl-protein transferase (FPTase) and the farnesylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for inhibiting farnesyl-protein transferase and the farnesylation of the oncogene protein Ras.Type: GrantFiled: June 6, 1994Date of Patent: April 23, 1996Assignee: Merck & Co., Inc.Inventors: Sheo B. Singh, George M. Garrity, Olga Genillourd, Russell B. Lingham, Isabel Martin, Mary N. Omstead, Keith C. Silverman, Deborah L. Zink
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Patent number: 5493049Abstract: This invention provides 1) novel reactive fluorinated compounds derived from a specified class of telomers or cotelomers of fluoroolefins; and 2) stable products and stable polymers thereof obtained by reaction or polycondensation of the novel reactive fluorinated compounds with specified classes of hydrogenated aliphatic, alicyclic, aromatic reactive compounds, telechelic oligomers and block polymers wherein said stable products and polymers contain hetero atoms such as oxygen, sulfur or nitrogen and are characterized by high thermal and chemical resistance.Type: GrantFiled: May 20, 1994Date of Patent: February 20, 1996Assignee: Dow Corning CorporationInventor: Gerardo Caporiccio
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Patent number: 5491261Abstract: Di-, tri- and poly-perfluoroalkyl-substituted alcohols and acids and derivatives thereof are described which are prepared from perfluoroalkyl iodides and di-, tri- or polyallyl alcohols or acids. These compounds contain two or more perfluoroalkyl-iodoalkyl or perfluoroalkyl-alkenyl groups and one or two alcohol or acid groups or derivatized alcohol or acid functions. They can be reacted with isocyanates, epoxy compounds, anhydrides, acids or acid derivatives to prepare a great variety of oil- and water-repellent compositions which are useful for oil- and water-repellent treatment of textiles, glass, paper, leather and other substrates.Type: GrantFiled: July 1, 1994Date of Patent: February 13, 1996Assignee: Ciba-Geigy CorporationInventors: Marlon Haniff, Robert Falk, Ted Deisenroth, Karl F. Mueller