Organic Halogen Containing Reactant Patents (Class 554/150)
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Patent number: 9701619Abstract: The process for producing amino acids from volatile fatty acid (VFA) molecules, referred to as precursors, produced by anaerobic fermentation from fermentable biomass, comprises at least the following steps: a) extracting the volatile fatty acid (VFA) molecules, without stopping the fermentation, via an extraction means chosen from means that are, at least, insoluble in the fermentation medium, b) collecting, outside the fermentation reactor, the volatile fatty acid (VFA) molecules once they have been extracted, c) synthesizing, by halogenation, using a type of volatile fatty acid (VFA) chosen from the volatile fatty acids collected in step b) and defined according to the desired type of amino acid, a given ?-halo acid, d) synthesizing from this ?-halo acid a defined amino acid.Type: GrantFiled: February 25, 2016Date of Patent: July 11, 2017Assignee: AFYRENInventors: Régis Nouaille, Jérémy Pessiot, Marie Thieulin
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Patent number: 8835663Abstract: Provided is a lubricity improver capable of improving lubricity and storage stability due to anti-oxidation, the lubricity improver containing a saturated fatty acid methyl ester derivative including at least one 1,2-dimethoxy ethylene structural unit represented by Chemical Formula a below, obtained by converting a double bond (olefin) of biodiesel, which is used as a lubricity improver of fuel, that is, the existing fatty acid methyl ester (FAME), into a dimethoxy group.Type: GrantFiled: July 13, 2012Date of Patent: September 16, 2014Assignee: Korea Institute of Petroleum ManagementInventors: Young-Kwan Lim, Joung Min Lee, Choong-Sub Jung, Jong-Ryeol Kim, Eui Soon Yim
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Publication number: 20130302247Abstract: There are provided, inter alia, methods for diagnosis of the extent of neuroinflammation in a subject. The methods include administering an 18F-labeled arachidonic acid to a subject in need thereof, obtaining a positron emission tomography (PET) scan of the subject, and determine the extent of neuroinflammation from the PET scan. There are provided, inter alia, methods of synthesis of reagents useful for the production of an 18F-labeled arachidonic acid.Type: ApplicationFiled: May 9, 2013Publication date: November 14, 2013Inventors: Ramaiah Pichika, William C. Eckelman, Stanley I. Rapoport, Ameer Taha, Kishore Kotta
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Publication number: 20130053590Abstract: Provided is a lubricity improver capable of improving lubricity and storage stability due to anti-oxidation, the lubricity improver containing a saturated fatty acid methyl ester derivative including at least one 1,2-dimethoxy ethylene structural unit represented by Chemical Formula a below, obtained by converting a double bond (olefin) of biodiesel, which is used as a lubricity improver of fuel, that is, the existing fatty acid methyl ester (FAME), into a dimethoxy group.Type: ApplicationFiled: July 13, 2012Publication date: February 28, 2013Inventors: Young-Kwan Lim, Joung Min Lee, Choong-Sub Jung, Jong-Ryeol Kim, Eui Soon Yim
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Patent number: 8124800Abstract: Novel synthetic routes, which are highly applicable for industrial preparation of therapeutically beneficial oxidized phospholipids are disclosed. Particularly, novel methods for efficiently preparing compounds having a glycerolic backbone and one or more oxidized moieties attached to the glycerolic backbone, which are devoid of column chromatography are disclosed. Further disclosed are novel methods of introducing phosphorous-containing moieties such as phosphate moieties to compounds having glycerolic backbone and intermediates formed thereby.Type: GrantFiled: August 24, 2010Date of Patent: February 28, 2012Assignee: Vascular Biogenics Ltd.Inventors: Gideon Halperin, Eti Kovalevski-Ishai
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Publication number: 20100317881Abstract: Novel synthetic routes, which are highly applicable for industrial preparation of therapeutically beneficial oxidized phospholipids are disclosed. Particularly, novel methods for efficiently preparing compounds having a glycerolic backbone and one or more oxidized moieties attached to the glycerolic backbone, which are devoid of column chromatography are disclosed. Further disclosed are novel methods of introducing phosphorous-containing moieties such as phosphate moieties to compounds having glycerolic backbone and intermediates formed thereby.Type: ApplicationFiled: August 24, 2010Publication date: December 16, 2010Applicant: Vascular Biogenics Ltd.Inventors: Gideon HALPERIN, Eti Kovalevski-Ishai
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Publication number: 20100113595Abstract: A method is provided for treating a patient in need of therapy for a neurodegenerative disease comprising administering to that patient a therapeutically effective dose of a lipid glyceride comprising a glycerol moiety and a fatty acid moiety, the fatty acid moiety being selected from the group consisting of ?-linolenic acid, dihomo-?-linolenic acid and arachidonic acid characterised in that the selected fatty acid moiety is attached to the glycerol moiety at its sn-2 position. Preferably the method is that wherein the lipid is administered for a duration and at a dose sufficient to maintain or elevate TGF-?1 levels in the patient to therapeutic levels.Type: ApplicationFiled: December 31, 2009Publication date: May 6, 2010Applicant: BTG International LimitedInventors: Lawrence S. Harbige, Michael J. Leach, Mohammed Sharief, Paul Barraclough
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Publication number: 20080194684Abstract: A method is provided for treating a patient in need of therapy for a neurodegenerative disease comprising administering to that patient a therapeutically effective dose of a lipid glyceride comprising a glycerol moiety and a fatty acid moiety, the fatty acid moiety being selected from the group consisting of ?-linolenic acid, dihomo-?-linolenic acid and arachidonic acid characterised in that the selected fatty acid moiety is attached to the glycerol moiety at its sn-2 position. Preferably the method is that wherein the lipid is administered for a duration and at a dose sufficient to maintain or elevate TGF-? levels in the patient to therapeutic levels.Type: ApplicationFiled: August 13, 2004Publication date: August 14, 2008Applicant: BTG International LimitedInventors: Laurence S. Harbige, Michael J. Leach, Mohammed Sharief, Paul Barraclough
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Patent number: 7053127Abstract: A quaternary surfactant comprising a cyclic diamine group, compositions comprising the quaternized amido cyclic amine surfactant, a gelled aqueous composition comprising the quaternized amido cyclic amine surfactant, use of the gelled aqueous well treatment applications and methods of preparation and intermediates used to prepare the quaternized amido cyclic amine surfactant.Type: GrantFiled: September 16, 2002Date of Patent: May 30, 2006Assignee: Nalco CompanyInventors: Duane S Treybig, Kin-Tai Chang
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Patent number: 6403789Abstract: A halogenating agent of the formula (1) and a method of halogenating hydroxyl group wherein R1 and R2 are the same or different and are each ethyl, propyl, isopropyl, butyl, isobutyl or allyl; X is chlorine atom or bromine atom; and Y is chlorine ion, bromine ion, dichlorophosphate ion, dibromophosphate ion, chlorosulfonate ion, bromosulfonate ion, chlorooxalate ion or bromooxalate ion.Type: GrantFiled: September 26, 2000Date of Patent: June 11, 2002Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Daisuke Suzuki, Ryo Kikuchi, Masaru Yasui
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Patent number: 6255504Abstract: The invention relates to a process for the branching of fatty acids or derivatives thereof. More in particular, the invention provides a method for branching saturated fatty acids. This is achieved by contacting a source comprising fatty acids or derivatives thereof, with an ionic liquid. The invention also relates to the mixture of branched fatty acids so obtained.Type: GrantFiled: December 22, 1999Date of Patent: July 3, 2001Assignee: Unichema Chemie BVInventors: Glyn Roberts, Cornelis Martinus Lok, Christopher John Adams, Kenneth Richard Seddon, Martyn John Earle, Jennifer Therese Hamill
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Patent number: 6194567Abstract: A halogenating agent of the formula (1) and a method of halogenating hydroxyl group wherein R1 and R2 are the same or different and are each ethyl, propyl, isopropyl, butyl, isobutyl or allyl; X is chlorine atom or bromine atom; and Y is chlorine ion, bromine ion, dichlorophosphate ion, dibromophosphate ion, chlorosulfonate ion, bromosulfonate ion, chlorooxalate ion or bromooxalate ion.Type: GrantFiled: October 13, 1999Date of Patent: February 27, 2001Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Daisuke Suzuki, Ryo Kikuchi, Masaru Yasui
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Patent number: 6184401Abstract: Alpha-fluorinated alkynoic acids and pharmaceutical compositions containing these compounds are provided, which are useful for the treatment and prevention of seizures such as are associated with epilepsy. The compounds of the invention exhibit reduced side effects, relative to valproic acid, with regard to sedation and teratogenic potential.Type: GrantFiled: June 22, 1999Date of Patent: February 6, 2001Inventor: Heinz Nau
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Patent number: 5808119Abstract: Process for esterifying a polyphenolic oligomer extract of plant origin by the action of an acid chloride, the compositions obtained by this process and their use in human therapy or in cosmetics are described. The extract is placed in a liquid medium which is not a solvent for the extract but which is a solvent for the ester(s) to be obtained, so as to obtain a suspension. At least one aliphatic tertiary amine of low boiling point is added to the suspension in the presence of a catalytic amount of at least one organic base other than pyridine. At least one fatty acid chloride is introduced into this mixture, the reaction mixture being stirred at a temperature below 40.degree. C. and then concentrated by evaporation in order to obtain an esterified extract.Type: GrantFiled: August 23, 1995Date of Patent: September 15, 1998Assignee: BerkemInventor: Jean Nkiliza
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Patent number: 5527952Abstract: The present invention provides a novel process for producing 4-acyloxy-2-methyl-2-buten-1-al readily in high yield from a readily available inexpensive industrial starting compound without using special reaction apparatuses and conditions.Type: GrantFiled: June 13, 1994Date of Patent: June 18, 1996Assignee: Takeda Chemical Industries, Ltd.Inventors: Noritaka Kuroda, Tatsuhiko Kaneko, Kenichi Kashiwa
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Patent number: 5498786Abstract: This invention relates to novel processes for synthesizing intermediates in the preparation of N-aryl and N-heteroarylamide inhibitors of the enzyme acyl coenzyme A: cholesterol acyltransferase (ACAT), and to novel intermediates used in such processes.Type: GrantFiled: September 13, 1993Date of Patent: March 12, 1996Assignee: Pfizer Inc.Inventors: Sarah E. Kelly, George Chang
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Patent number: 5463095Abstract: A process for the production of esters, comprising allowing an olefin, carbon monoxide and an alcohol to react in the presence of hydrogen fluoride, in which the esters can be produced at high yields at a low temperature for a short period of time, the esters can be easily separated from a reaction solution, hydrogen fluoride can be recycled, the esters can be produced at a low cost, a mixture of esters can be easily produced, the kinetic viscosity of the mixture of the esters can be easily adjusted and the coloring of, and an increase in the viscosity of, the esters can be prevented.Type: GrantFiled: June 14, 1994Date of Patent: October 31, 1995Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Yoshihiro Shiokawa, Tadayoshi Takefumi, Shunichi Matsumoto, Yoshifumi Sato
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Patent number: 5434281Abstract: Process for the stereospecific synthesis of leukotriene B.sub.4 (LTB.sub.4) of 6Z, 8E, 10E configuration of formula ##STR1## in which a dibenzoate triether is prepared which is subjected to a reductive elimination according to the diagram ##STR2## so as to obtain a triether which is converted in order to obtain the leukotriene B.sub.4.Type: GrantFiled: May 31, 1994Date of Patent: July 18, 1995Assignee: L'OrealInventors: Guy Solladie, Guy Stone, Antonio Urbano-Pujol, Jean Maignan
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Patent number: 5352811Abstract: Preparaing alkanoyloxytetradecanoic acids by asymmetric allylboration, acylation, and oxidation of homoallylic alcohols in the operational presence of a phase transfer catalyst.Type: GrantFiled: July 22, 1992Date of Patent: October 4, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventor: Prabhakar K. Jadhav
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Patent number: 5310959Abstract: Processes for preparing 5,8,11-eicosatriynoic acid as well as esters and amides thereof involves initially preparing the acid by reacting 1-decyne with 1,4-dihalo-2-butyne in the presence of a strong base to form 1-halo-2,5-tetradecadiyne which is then reacted with 5-hexynoic acid so as to form 5,8,11-eicosatriynoic acid. This acid can then be converted to the acid chloride form and reacted with an alcohol to form an ester or converted to a potassium salt and reacted with a halide also to form an ester, or after conversion to an acid chloride reacted with an amine in the presence of a tertiary amine to form an amide, or the acid can be reacted with carbonyldiimidazole in the presence of a solvent and excess amine to form an amide.Type: GrantFiled: May 17, 1993Date of Patent: May 10, 1994Assignee: Centre International de Recherches Dermatologiques Galderma (Cird Galderma)Inventors: Braham Shroot, Christopher Hensby, Jean Maignan, Gerard Lang, Serge Restle, Michel Colin
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Patent number: 5294731Abstract: A process for the preparation of .beta.-hydroxycarboxylates of the general formula I ##STR1## in which R.sup.1 and R.sup.2 individually denoteC.sub.1 -C.sub.20 alkyl optionally substituted by C.sub.1 -C.sub.8 alkoxy and/or halogen, C.sub.3 -C.sub.20 alkoxycarbonylalkyl, C.sub.2 -C.sub.20 alkenyl, C.sub.5 -C.sub.30 acetalalkenyl, aryl optionally mono- to penta-substituted by C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxy, and/or halogen, C.sub.7 -C.sub.20 aralkyl, C.sub.7 -C.sub.20 aralkenyl, hetaryl, C.sub.3 -C.sub.20 cycloalkyl, or C.sub.4 -C.sub.20 cycloalkylalkyl,or together denote a C.sub.2 -C.sub.8 alkylene chainand one or other of R.sup.1 and R.sup.2 denotes hydrogen, andR.sup.3 denotes hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.2 -C.sub.20 alkenyl, aryl optionally mono- to penta-substituted by C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxy, and/or halogen, C.sub.7 -C.sub.20 aralkyl, C.sub.3 -C.sub.20 cycloalkyl, or C.sub.4 -C.sub.20 cycloalkylalkyl, andR.sup.4 denotes C.sub.1 -C.sub.20 alkyl, C.sub.Type: GrantFiled: March 23, 1993Date of Patent: March 15, 1994Assignee: BASF AktiengesellschaftInventors: Joachim Paust, Wolfgang Siegel
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Patent number: 5278327Abstract: The use of a fatty oil ex Helianthus annuus containing 78 to 92% by weight oleic acid and 2 to 10% by weight linoleic acid for the production of diperazelaic acid, with elimination of enrichment steps with respect to the oleic acid content, by fat splitting, distillation, oxidative ozonolysis of the fatty acid mixture obtained, and reaction of the azelaic acid thus obtained with hydrogen peroxide to form diperazelaic acid. The resulting diperazelaic acid has improved stability in storage and is obtained in high yields and in highly pure form.Type: GrantFiled: May 6, 1988Date of Patent: January 11, 1994Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Horst Eierdanz, Paul Schulz, Beatrix Kottwitz
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Patent number: 5278328Abstract: Disclosed is a process for producing a carboxylic acid chloride by reacting phosgene with a carboxylic acid or an anhydride thereof, which comprises effecting the reaction in the presence of a homopolymer or copolymer of a monomer represented by formula (I) or (II) below, a copolymer of the monomers represented by formulae (I) and (II) below, or a copolymer of at least one monomer selected from the group sensisting of the monomers represented by formulae (I) and (II) below with another monomer copolymerizable therewith:CH.sub.2 .dbd.CHNR.sup.1 COR.sup.2 (I)CH.sub.2 .dbd.CR.sup.3 CONR.sup.4 R.sup.5 (II).In these formulae R.sup.1, R.sup.2, and R.sup.4 each represents an alkyl group containing from 1 to 3 carbon atoms, or an alkylene group containing from 3 to 5 carbon atoms provided that R.sup.1 with R.sup.2, and R.sup.4 with R.sup.5 may each combine to form a ring structure through >N--CO-- or >N-- in the molecule; R.sup.3 and R.sup.Type: GrantFiled: March 11, 1992Date of Patent: January 11, 1994Assignee: Nippon Oil & Fats Co., Ltd.Inventors: Takeshi Endo, Toshikazu Takata, Shinichi Ohno, Fujio Takahashi
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Patent number: 5248798Abstract: The invention refers to a novel method for the preparation of 8-hydroxyoctanoic acid by reaction of 6-chlorohexanol with a dialkyl malonate ester, thermal decarboxylation of the malonic acid derivative and isolation of the 8-hydroxyoctanoic acid as the free acid or as an alkali metal salt.Type: GrantFiled: July 22, 1991Date of Patent: September 28, 1993Assignee: Natterman, A. & Cie. GmbHInventors: Bernd R. Gunther, Rainer Losch, Hans Lautenschlager, Klaus Steiner
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Patent number: 5247105Abstract: The invention provides a process for preparing fatty acid halide by reacting a fatty acid with a halogenating agent optionally followed by hydrolysis of unreacted halogenating agent and separating the fatty acid halide upper layer from the inorganic lower layer characterized in that a fatty acid nitrogen derivative, preferably a fatty amide has been incorporated in the reaction mixture. Preferably the fatty acid is a saturated or unsaturated C.sub.6 to C.sub.24 fatty acid and the halogenating agent a phosphorus halide, especially phosphorus trichloride.Type: GrantFiled: February 26, 1991Date of Patent: September 21, 1993Assignee: Unilever Patent Holdings B.V.Inventors: Reginald D. O. Evans, Raymond Jennings
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Patent number: 5132475Abstract: A process is disclosed for chlorinating, brominating and/or iodinating an organic substrate containing both a single acidic hydrogen atom and at least one electron withdrawing group attached to the same carbon atom. The process replaces the single acidic hydrogen with chlorine, bromine and/or iodine and involves reacting the substrate in solution with a halogenating agent (e.g., a perhalomethane wherein the halogen substituents are I, Br and/or Cl, a trihaloacetic acid ester wherein the halogen substituents are Br and/or Cl, or a perfluoroalkyl halide wherein the halide is I, Br and/or Cl) in the presence of a quaternary ammonium fluoride catalyst of the formula R.sup.1 R.sup.2 R.sup.3 R.sup.4 NF where R.sup.1, R.sup.2, and R.sup.3 and R.sup.4 are independently chosen from the group consisting of hydrocarbyl radicals containing from 1 to about 20 carbon atoms.Type: GrantFiled: July 12, 1991Date of Patent: July 21, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventor: Yoel Sasson
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Patent number: 5126482Abstract: Novel fluorine-containing compounds and processes for producing the same are disclosed, the compounds being represented by the general formula (I): ##STR1## wherein R.sup.1 represents an alkyl group or an alkylvinyl group; R.sup.2 represents a fluoroalkyl group; and Y represents a carboxyl group, a chloroformyl group, an alkoxyalkoxycarbonyl group or a hydroxymethyl group.Type: GrantFiled: January 3, 1991Date of Patent: June 30, 1992Assignee: Nippon Mining Co., Ltd.Inventors: Takeshi Nakai, Osamu Takahashi
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Patent number: RE36549Abstract: The use of a fatty oil ex Helianthus annuus containing 78 to 92% by weight oleic acid and 2 to 10% by weight linoleic acid for the production of .Iadd.azelaic acid or for the production of .Iaddend.diperazelaic acid .Iadd.from the azelaic acid thus produced.Iaddend., with elimination of enrichment steps with respect to the oleic acid content, by fat splitting, distillation, oxidative ozonolysis of the fatty acid mixture obtained, and .Iadd.in the case of production of diperazelaic acid by .Iaddend.reaction of the azelaic acid thus obtained with hydrogen peroxide to form diperazelaic acid. The resulting diperazelaic acid has improved stability in storage and is obtained in high yields and in highly pure form.Type: GrantFiled: December 21, 1994Date of Patent: February 1, 2000Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Horst Eierdanz, Paul Schulz, Beatrix Kottwitz