Processes Patents (Class 554/68)
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Patent number: 11807598Abstract: The invention relates to a process for preparing fatty acid chlorides. In a subsequent step, the fatty acid chlorides can be used to prepare N-acyl amino acid salts. The process comprises the formation of a fatty acid chloride in an amine catalyzed reaction of a fatty acid with phosphorous trichloride, thionyl chloride or phosgene, preferably thionyl chloride. The process for preparing N-acyl amino acid salts further comprises the reaction of the fatty acid chloride with an amino acid or an amino ethane sulfonic acid.Type: GrantFiled: October 30, 2019Date of Patent: November 7, 2023Assignee: CLARIANT INTERNATIONAL LTDInventors: Prerak Rajendrakumar Contractor, Raju Dayaram Patil, Jignalkumar Nurpeshkumar Soni
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Patent number: 10421703Abstract: The present invention is directed towards a catalyst which is obtainable by contacting in situ a ruthenium precursor and a phenol derivative. Furthermore, the present invention is directed towards the use of said catalyst in transfer hydrogenation reactions. In particular, the present invention is directed to a method for preparing menthone starting from isopulegol.Type: GrantFiled: October 13, 2017Date of Patent: September 24, 2019Assignee: BASF SEInventors: Carolin Limburg, Rocco Paciello
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Patent number: 9629787Abstract: The invention provides a preparation method of N-acyl acidic amino acid or a salt thereof, comprising subjecting a fatty acyl chloride and an amino acid to an amidation reaction under an alkaline condition. The preparation method is characterized in that in the amidation reaction, water is used as a solvent, an acidic amino acid or a salt thereof is used as a main raw material and a small amount of a neutral amino acid or a salt thereof is used as an auxiliary raw material, and the method comprises the following steps: under a stirring condition, firstly adding the fatty acyl chloride dropwise into an aqueous solution of the acidic amino acid or the salt thereof; adding an alkali to adjust the pH value of the reaction solution; after a certain amount of fatty acyl chloride having been added dropwise, adding an aqueous solution of the neutral amino acid or the salt thereof, and continuing to add the fatty acyl chloride dropwise until the addition is finished and stirring to maintain the reaction.Type: GrantFiled: April 4, 2014Date of Patent: April 25, 2017Assignees: Nanjing Huashi New Material Co., Ltd., Sino Lion USA LLCInventors: Changguo Wang, Xianglan Chen, Baoyong Li
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Patent number: 9221747Abstract: The present invention relates to methods for making a fatty acid N-acylalkanolamine having the formula: One of the methods comprises the steps of providing a vinyl ester of a fatty acid having the formula: providing a primary or secondary alkanolamine having the formula: NHR1R2; and reacting the vinyl ester of the fatty acid with the alkanolamine under conditions effective to form the fatty acid N-acylalkanolamine. The other method comprises the steps of providing a fatty acid; purifying the fatty acid; providing a primary or secondary alkanolamine having the formula: NHR1R2; reacting the fatty acid with the alkanolamine under conditions effective to form the fatty acid N-acylalkanolamine; and purifying the formed fatty acid N-acylalkanolamine.Type: GrantFiled: April 24, 2013Date of Patent: December 29, 2015Assignee: Iowa State University Research Foundation, Inc.Inventors: Tong Wang, Xiaosan Wang
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Patent number: 8981134Abstract: A reagent composition for forming fatty acyl amido surfactants is provided which includes an alkali metal or alkaline earth metal salt of an amino compound; a polyol of molecular weight ranging from 76 to 300; and no more than 10% water.Type: GrantFiled: January 5, 2012Date of Patent: March 17, 2015Assignee: Conopco, Inc.Inventors: Bijan Harichian, Van Au
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Patent number: 8877972Abstract: A process is described for preparing alkylene oxide-adducted hydrocarbyl amides having less than 2 wt % of amine by-products by a) reacting a C4-C30 fatty acid or fatty acid lower alkyl ester with a mono- or di-hydroxy hydrocarbyl amine to form a hydrocarbyl amide; b) reacting the hydrocarbyl amide with alkylene oxide; and c) extracting the product of b) with water, acidic water, or water-containing inorganic salts or a combination thereof at a temperature from about 5° C. to 95° C. to yield an alkylene oxide-adducted hydrocarbyl amide having less than 2 wt % of amine by-products.Type: GrantFiled: September 28, 2011Date of Patent: November 4, 2014Assignee: Chevron Oronite Company LLCInventors: Francois Simard, Richard E. Cherpeck
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Patent number: 8853433Abstract: A process is provided for preparing C8-C22 acyl amido compounds via reaction in a polyol (molecular weight 76 to 400) of interesterifying a fatty acid ester with an amino compound or salt thereof. The resultant mass of material will have a Hunter Lab Color Scale value L ranging from 70 to 100.Type: GrantFiled: January 5, 2012Date of Patent: October 7, 2014Assignee: Conopco, Inc.Inventors: Bijan Harichian, Van Au, Badreddine Ahtchi-Ali, John Robert Winters, Peter Anthony Divone, Sr.
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Patent number: 8822711Abstract: A process is provided for preparing C8-C22 acyl glycinate acid or salt thereof via reacting and heating reacting a mixture of glycine or salt thereof with a fatty acid ester in a medium selected from the group consisting of glycerol, propylene glycol and combinations thereof, and wherein the mixture has a pKa ranging from 9.5 to 13.Type: GrantFiled: January 5, 2012Date of Patent: September 2, 2014Assignee: Conopco, Inc.Inventors: Bijan Harichian, Van Au, Badreddine Ahtchi-Ali, John Robert Winters, Peter Anthony Divone, Sr.
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Patent number: 8697897Abstract: A process is provided for preparing C8-C22 acyl glycinate acid or salt thereof via reacting and heating a mixture of glycine or salt thereof with a C1-C3 alkyl ester of a C8-C22 fatty acid in a medium of glycerol or propylene glycol. The reaction proceeds well where the mixture is formulated to have a pKa ranging from 9.5 to 13.Type: GrantFiled: July 28, 2011Date of Patent: April 15, 2014Assignee: Conopco, Inc.Inventors: Bijan Harichian, Van Au, Badreddine Ahtchi-Ali, John Robert Winters, Peter Anthony Divone, Sr.
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Publication number: 20130288060Abstract: The invention relates to two-component polyurethane compositions which have a long open time and, even alter extended exposure to a high-moisture climate (for example 70% relative humidity), even after 40 minutes, and in particular even after 60 minutes, can still be glued and cured to form polymers having high mechanical strength, whereby a structural adhesive bond is created. The composition comprises castor oil, at least one alkoxylated aromatic diol, at least one polyol having 5 to 8 hydroxyl groups, and at least one polyisocyanate. The two-component polyurethane compositions are suitable in particular for use as structural adhesives, in particular for the adhesive bonding of wing half-shells of rotor blades for wind power plants.Type: ApplicationFiled: December 20, 2011Publication date: October 31, 2013Applicant: SIKA TECHNOLOGY AGInventors: Martin Pind, Bodil Olsen
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Patent number: 8536355Abstract: Disclosed herein is a process for producing Dialkyl substituted fatty acids amides. More particularly the present invention provides a process for producing pure form of N,N-dimethylamide of aliphatic carboxylic acids, wherein the aliphatic carboxylic acid is Octanoic Acid and Hexanoic Acid. The disclosed process comprises condensing Alkanoyl Chloride with dilute solution of Dialkylamine at a temperature of about 8 to 12° C. and isolating the crude by salting out the reaction mixture employing Sodium Chloride and distilling the same under vacuum.Type: GrantFiled: September 22, 2005Date of Patent: September 17, 2013Inventors: Ramachandran Radhakrishnan, Sisir K. Adhikari
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Patent number: 8217192Abstract: A problem as an object of the invention is to provide a production method of spilanthol in a large scale without using expensive reagents. The present invention provides a production method of N-isobutyl-2,6,8-decatrienamide, wherein a column chromatography purification step is not required in all processes.Type: GrantFiled: January 16, 2009Date of Patent: July 10, 2012Assignee: Takasago International CorporationInventors: Shigeru Tanaka, Kenji Yagi, Hideo Ujihara, Kenya Ishida
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Patent number: 8097562Abstract: The present invention comprises formulations comprising at least one pesticide and at least one co-polymer comprising (a) a N-vinylamid comonomer a) of formula (I) wherein R1 and R2 are independently of one another hydrogen or C1-C4 alkyl, preferably hydrogen or R1 and R2 represent together a —(CH2)x moiety, which forms together with the nitrogen and the carbonyl-moiety a 5-8 membered ring, and (b) at least one comonomer b) selected from the group consisting of vinylpyrridin, vinylpyrridin derivatives and N-vinlyimidazole in polymerized form, methods of combating harmful insects and/or phytopathogenic fungi, a method of controlling undesired vegetation and methods of improving the health of plants based on the afore-mentioned formulations.Type: GrantFiled: November 9, 2007Date of Patent: January 17, 2012Assignee: BASF SEInventors: Yvonne Dieckmann, Michael Ishaque, Ingo Münster, Laurent Picard, Wolfgang Kerl, Jürgen Langewald, Klaus Kreuz, Harald Köhle, Felix Christian Görth
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Publication number: 20110312044Abstract: In an alcohol fermentation process, oil derived from biomass is chemically converted into an extractant available for in situ removal of a product alcohol such as butanol from a fermentation broth. The glycerides in the oil can be chemically converted into a reaction product, such as fatty acids, fatty alcohols, fatty amides, fatty acid methyl esters, fatty acid glycol esters, and hydroxylated triglycerides, and mixtures thereof, which forms a fermentation product extractant having a partition coefficient for a product alcohol greater than a partition coefficient of the oil of the biomass for the product alcohol. Oil derived from a feedstock of an alcohol fermentation process can be chemically converting into the fermentation product extractant.Type: ApplicationFiled: June 17, 2011Publication date: December 22, 2011Applicant: BUTAMAX(TM) ADVANCED BIOFUELS LLCInventors: DOUGLAS ROBERT ANTON, JELENA CIRAKOVIC, BRUCE A. DINER, MICHAEL CHARLES GRADY, FRANCIS J. WOERNER
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Patent number: 7956150Abstract: A composition includes: (A) an amide-substituted silicone and (B) a thermally conductive filler. The composition may be used as a thermal interface material for dissipating heat from electronic devices.Type: GrantFiled: June 30, 2005Date of Patent: June 7, 2011Assignee: Dow Corning CorporationInventors: Zuchen Lin, Bianxiao Zhong
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Publication number: 20110105773Abstract: A problem as an object of the invention is to provide a production method of spilanthol in a large scale without using expensive reagents. The present invention provides a production method of N-isobutyl-2,6,8-decatrienamide, wherein a column chromatography purification step is not required in all processes.Type: ApplicationFiled: January 16, 2009Publication date: May 5, 2011Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Shigeru Tanaka, Kenji Yagi, Hideo Ujihara, Kenya Ishida
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Publication number: 20100273879Abstract: The invention relates to a method for producing acylglycinates of formula (I) wherein R1 represents a linear or branched, saturated alkanoyl group having between 6 and 30 carbon atoms, or a linear or branched, mono- or polyunsaturated alkenoyl group having between 6 and 30 carbon atoms, and Q+ represents a cation selected from the alkali metals Li+, Na+ and K+, characterised in that glycine comprises fatty acid chloride R1Cl, wherein R1 which has the meaning given in formula (I), is provided in water and in presence of a basic alkali compound, the cations Q+ are selected from Li+, Na+ and K+, but in the absence of organic solvents, is reacted at between 30-35 DEG C, and the proportion of fatty acid chloride R1Cl containing acyl groups R1 having 18 or more carbon atoms, in relation to the total amount of used fatty acid chloride, is less than 2.0% in wt.Type: ApplicationFiled: November 14, 2008Publication date: October 28, 2010Applicant: Clariant Finance (BVI) LimitedInventors: Peter Klug, Franz-Xaver Scherl
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Patent number: 7790924Abstract: A process is described for preparing alkylene oxide-adducted hydrocarbyl amides having less than 2 wt % of amine by-products by a) reacting a C4-C30 fatty acid or fatty acid lower alkyl ester with a mono- or di-hydroxy hydrocarbyl amine to form a hydrocarbyl amide; b) reacting the hydrocarbyl amide with alkylene oxide; and c) extracting the product of b) with water, acidic water, or water-containing inorganic salts or a combination thereof at a temperature from about 5° C. to 95° C. to yield an alkylene oxide-adducted hydrocarbyl amide having less than 2 wt % of amine by-products.Type: GrantFiled: November 19, 2004Date of Patent: September 7, 2010Assignee: Chevron Oronite Company LLCInventors: Francois Simard, Richard E. Cherpeck
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Patent number: 7714154Abstract: The present invention describes compounds produced from an amino acid molecule and a fatty acid molecule. The compounds being in the form of amino-fatty acid compounds being bound by an anhydride linkage, or mixtures thereof made by reacting amino acids or derivatives thereof with an appropriate fatty acid previously reacted with a thionyl halide. The administration of such molecules provides supplemental amino acids with enhanced bioavailability and the additional benefits conferred by the specific fatty acid.Type: GrantFiled: April 8, 2008Date of Patent: May 11, 2010Assignee: Northern Innovations and Formulations Corp.Inventor: Joseph MacDougall
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Patent number: 7312346Abstract: A method for purifying hydroxyalkyl amide of residual alkanolamine by using nonpolar solvent, an acidic pH, salt solutions and an elevated temperature.Type: GrantFiled: November 12, 2003Date of Patent: December 25, 2007Assignee: Crompton CorporationInventors: Timothy L. Lambert, E. Brian Fox
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Patent number: 7183432Abstract: A method of synthesizing diacetylenic amides is described. The key steps of the invention include the reaction of an aldehyde with the monoanion of a diacetylene and the reductive removal of a propargylic alcohol. The invention offers the first known method of synthesizing diacetylenic amides that are naturally isolated from Echinacea through a direct and flexible route.Type: GrantFiled: March 29, 2005Date of Patent: February 27, 2007Assignee: Iowa State University Research Foundation, Inc.Inventors: George A. Kraus, Jaehoon Bae
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Patent number: 7098351Abstract: This invention discloses a rapid method of production for fatty acid amide from fatty acid and urea. One example is the preparation of oleylamide from oleic acid and urea. The yields are high and oleylamide is selectively formed by judicious choice of catalyst. The production of fatty acid amide involves heating fatty acid and urea in a microwave oven with the use of Lewis acid catalyst. The product from the reaction is subjected to solvent extraction with chloroform and then followed by purification with n-hexane, ethanol and acetonitrile via recrystalization method. Such an oleylamide is preferred for application as a mould release agent, slip agent in plastic film production, water repellent and as a raw material for cosmetics production.Type: GrantFiled: November 29, 2004Date of Patent: August 29, 2006Assignee: Malaysian Palm Oil BoardInventors: Seng Soi Hoong, Salmiah Ahmad, Hazimah Abu Hassan
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Patent number: 7087769Abstract: The invention concerns the preparation of cationic surfactants derived from the condensation of an acid, preferably a fatty acid or a hydroxy acid with a number of carbon atoms of 8–14 with esterified amino acids, preferably basic-type amino acids, more preferably (L)-arginine. The method comprises a first step in which the esterifiction of the amino acid with an alcohol is performed and a second step for the condensation with a chloride of an acid, preferably an acyl chloride of a fatty acid or a hydroxy acid, whereby the second step is performed in an aqueous environment with a pH value between (6 and 7), preferably between (6, 7) and (6, 9).Type: GrantFiled: June 3, 2000Date of Patent: August 8, 2006Assignee: Laboratorios Miret, S.A.Inventors: Alex Contijoch Manent, legal representative, Monica Contijoch Manent, legal representative, Maria Contijoch Manent, legal representative, Javier Rodriguez Martinez, Joan Seguer Bonaventura, Agustin Contijoch Mestres, deceased
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Patent number: 7084285Abstract: A photoaffinity-labeled sphingomyelin analog of the following formula: wherein R1 is C1-20 alkylene group, R5 is C1-20 alkyl group, aryl group or C1-6 alkyl group substituted by aryl group, Z is photoaffinity-labeled group and Me is methyl group, or an optically active compound thereof.Type: GrantFiled: September 7, 2004Date of Patent: August 1, 2006Assignee: Daiso Co., Ltd.Inventors: Shigeo Katsumura, Toshikazu Hakogi, Toshihiko Shigenari
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Patent number: 6956059Abstract: The present invention ralates to compounds of formula (I): wherein R is hydrogen (H) or C1-6 alkyl; and X is defined such that —NH—(X)—COOH is the residue of an amino acid, which amino acid may itself optionally be substituted at any pendant amino group thereof by a residue of a carboxylic acid or a derivative thereof; or a salt thereof.Type: GrantFiled: May 20, 2002Date of Patent: October 18, 2005Assignee: Croda International, plcInventor: Keith Coupland
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Patent number: 6897326Abstract: The present invention is a stable, nanometer scale micro-tubular aggregated material of an asymmetric double-headed lipid represented by the general formula R—NHCO—(CH2)n—COOH??(I) (in the formula, R represents an aldopyranose radical from which the terminal reducing hydroxyl group is excluded and n is from six to twenty). The external diameter of the micro-tubular aggregated material is 10-300 nm, and the length is 0.3-10 ?m. The micro-tubular aggregated material can be manufactured by dispersing the asymmetric double-headed lipid described above in water at pH of two to eight, next heating to 80-100° C. to dissolve it and then gradually cooling the aqueous solution obtained.Type: GrantFiled: February 1, 2002Date of Patent: May 24, 2005Assignee: Japan Science and Technology CorporationInventors: Mitsutoshi Masuda, Toshimi Shimizu
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Patent number: 6835846Abstract: The present invention provides an aliphatic compound represented by the following formula (I) or pharmacologically acceptable salts thereof: where n denotes an integer of 1 to 11, and 1 denotes an integer of 1 to 16, the aliphatic compound being an optical isomer of the (2R,3S,2′S) configuration when the 8-position thereof is a double bond, or an optical isomer of the (2S,3R,2′RS) configuration when the 8-position is a single bond; methods for producing the compound or pharmacologically acceptable salts thereof; and uses of the compound in the treatment of cardiovascular diseases (e.g. arteriosclerosis, cardiac diseases), cancer, rheumatism, diabetic retinopathy, and respiratory diseases.Type: GrantFiled: April 11, 2003Date of Patent: December 28, 2004Assignee: Maruha CorporationInventors: Tadakazu Tamai, Masazumi Nishikawa, Kenji Mori
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Patent number: 6828452Abstract: Acylamino acids are made by a process which comprises the steps of: (1) introducing a mixture comprised of at least one amino acid or amino acid salt and an alkali source into a reaction zone; (2) adding a mixture comprised of a fatty acid halide of the formula (I): R1COX (I) wherein R1 is an alkyl or alkenyl group having from 6 to 22 carbon atoms and X is chlorine, bromine or iodine to form a reaction mixture while continuously circulating the reaction mixture from the reaction zone through a mixing zone until all of the second mixture has been added to the reaction zone. The process guarantees uniform mixing of the reaction components without the foaming observed without the use of a mixing zone.Type: GrantFiled: July 15, 2003Date of Patent: December 7, 2004Assignee: Cognis Deutschland GmbH & Co. KGInventors: Hans-Christian Raths, Andreas Syldath, Karl Heinz Schmid, Juergen Falkowski, Ingomar Mrozek, Josef Koester
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Patent number: 6800771Abstract: The invention relates to stabilized amido acid compositions. More particularly, the invention relates to compositions of amido acids, such as 6-nonanoylamidohexanoic acid, stabilized with antioxidants. The stabilized amido acid compositions are useful in the manufacture of bleach activators such as sodium nonanamidohexanoyloxybenzenesulfonate. Bleach activators made from the stabilized amido acids of the invention are capable of possessing improved coloration.Type: GrantFiled: September 3, 2003Date of Patent: October 5, 2004Inventors: Dale Elbert Van Sickle, George Chester Zima, Jeffrey Scott DuPont, Robert Richard Dykstra
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Patent number: 6703517Abstract: A method for preparing a highly purified N-long chain acyl neutral amino acid for use of a detergent and the like in a simple and convenient manner and in a high yield by reacting a neutral amino acid such as glycine, &ggr;-aminobutyric acid, and alanine, with a saturated or unsaturated fatty acid halide having 8 to 22 carbon atoms, wherein the reaction is performed in a mixture of water and one or more kinds of hydrophilic organic solvents selected from the group consisting of acetone, acetonitrile, a secondary alcohol having 3 or 4 carbon atoms, and a tertiary alcohol having 4 carbon atoms such as isopropanol, sec-butanol, and tert-butanol in the presence of a base.Type: GrantFiled: November 22, 2002Date of Patent: March 9, 2004Assignee: Ajinomoto Co., Inc.Inventors: Tatsuya Hattori, Nobuyoshi Kitamura, Naoya Yamato, Hirofumi Yokota
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Patent number: 6583095Abstract: The present invention relates to an improved process for synthesizing organic compounds for use as bleach activators.Type: GrantFiled: May 7, 2001Date of Patent: June 24, 2003Assignee: Procter & Gamble CompanyInventors: Jeffrey Scott Dupont, Robert Richard Dykstra
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Patent number: 6583301Abstract: Bipolar lipids are described which are able to form complexes with polyanions. The lipids comprise a cationic head linked to a hydrophobic backbone and a hydrophilic tail and are capable of self assembly to form stable complexes in aqueous solutions. The lipids are of particular use for the delivery of bioactive substances such as nucleic acids to cells in vitro and especially in vivo.Type: GrantFiled: November 20, 2000Date of Patent: June 24, 2003Assignee: Celltech R & D LimitedInventors: Michael Anthony William Eaton, Timothy John Norman, David Parker, Terence Seward Baker, Andrew Neil Charles Weir, Catherine Fiona Catterall
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Patent number: 6552207Abstract: A process for the preparation of amphoglycinates from vegetable oils or butters, which comprises: a) reacting a source of vegetable triglycerids with aminoethylethanolamine in the presence of bases to give a hydroxyethylimidazoline of formula (II) wherein R is the residue of the vegetable triglycerid fatty acid; b) reacting compound (II) with an alkali or alkaline-earth monohaloacetate at pH above 9, followed by acidification.Type: GrantFiled: February 27, 2001Date of Patent: April 22, 2003Assignees: VaMa Farmacosmetica S.r.l., Fratelli Ricci-Fabbrica Prodotti Chimici S.r.l.Inventor: Gianni Razzano
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Patent number: 6515153Abstract: The present invention relates to the formation of an amido ester having the formula: R1—CO—NR3—R2—COL or R1—NR3—CO—R2—COL wherein R1 is C1-C12 linear or branched alkyl, C6-C14 aryl, C7-C14 alkyl substituted aryl unit; R2 is C1-C14 alkylene, C6-C14 arylene, C7-C14 alkyl substituted arylene; R3 is hydrogen, C1-C10 alkyl, C6-C10 aryl, C7-C10 alkyl substituted aryl, L is a aryl leaving group having the formula: R4 comprises one or more anionic or cationic units, wherein said compound is formed using a spinning disc reactor.Type: GrantFiled: August 30, 2001Date of Patent: February 4, 2003Assignee: The Procter & Gamble CompanyInventors: Michael Eugene Burns, Michael Steven Gibson, David William York
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Patent number: 6500973Abstract: A process for the purification and isolation of a chemical compound, by extractive solution crystallization. The process comprises combining in any order a first solvent, a second solvent, and a mixture comprising a chemical compound with at least one impurity. The second solvent phase extracts impurities out of the first solvent, and keeps the impurities dissolved to avoid their co-crystallization with the phenyl ester salt. Once the chemical compound has crystallized out of solution, it is collected, washed and/or dried. The second solvent may be added after the mixture containing at least one chemical compound is dissolved in a first solvent, as long as the second solvent phase is added prior to the end of crystallization. Advantageously, this invention combines the previously distinct steps of extraction and crystallization in one unit operation.Type: GrantFiled: June 1, 2001Date of Patent: December 31, 2002Assignee: Eastman Chemical CompanyInventor: Kevin J. Fontenot
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Patent number: 6444832Abstract: Compounds of formula I in which R1 denotes hydrogen or methyl R2 denotes lower straight-chained or branched alkyl with 1 to 10 carbon atoms R3 denotes hydrogen or lower alkyl n denotes 0-12 R4 denotes alkyl, alkenyl or alkinyl with 6 to 24 carbon atoms, processes for the production thereof as well as pharmaceutical agents containing these compounds for the treatment of osteoporosis.Type: GrantFiled: September 29, 1999Date of Patent: September 3, 2002Inventors: Angelika Esswein, Lothar Kling, Ulrike Leser, Walter-Gunar Friebe
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Patent number: 6369250Abstract: The present invention relates to a process for the preparation of a purified salt of 4-sulfophenyl-[(1-oxyalkanoyl)amino]alkanoate. The process comprises the steps of: (a) providing a source of 4-sulfophenyl-[(1-oxyalkanoyl)amino]alkanoate; (b) admixing the source with a water-based purification system to form a purification mixture, the water-based purification system having water present at a ratio of 4-sulfophenyl-[(1-oxyalkanoyl)amino]alkanoate to water ranging from about 1:0.05 to about 1:50, preferably from about 1:0.1 to about 1:40; (c) separating a purified salt of 4-sulfophenyl-[(1-oxyalkanoyl)amino]alkanoate from the purification mixture; and (d) collecting said purified salt of 4-sulfophenyl-[(1-oxyalkanoyl)amino]alkanoate. In preferred embodiments, the purification mixture includes a processin aide such as ethyl alcohol, propyl alcohol, isopropyl alcohol, acetone and mixtures thereof.Type: GrantFiled: February 17, 2000Date of Patent: April 9, 2002Assignee: Procter & Gamble CompanyInventors: Robert Richard Dykstra, Jeffrey Scott Dupont, Michael Eugene Burns
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Patent number: 6350889Abstract: A compound of formula (1), and compositions containing a plurality of such compounds, wherein, independently at each occurrence, R1 is a linear alkyl group having at least twenty carbons; R2 is selected from the diradical that results when two carboxyl groups are removed from polymerized fatty acid, and a linear C4-12 hydrocarbon group, with the proviso that at least one occurrence of R2 is the diradical that results when two carboxyl groups are removed from polymerized fatty acid; R3 is a diradical selected from C2-36 hydrocarbons and C4-30 poly(alkyleneoxides); X is selected from O and NH such that X—R3—X is selected from O—R3—O and NH—R3—O; and n represents a number of repeating units selected from 1-5, may be used as a vehicle for hot melt printing inks, including inks for ink jet printing.Type: GrantFiled: June 24, 1999Date of Patent: February 26, 2002Assignee: Arizona Chemical CompanyInventor: Mark S. Pavlin
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Patent number: 6335370Abstract: Aqueous-alcoholic solutions of coconut or palm oil alkylamidopropylbetaines with a betaine content of greater than 50%, which are fluid, stable and pumpable are described as occupying a well-defined zone of their betaine/water/ethanol ternary diagram. They are prepared by synthesis and quaternization of the amidoamine directly in the solvent medium in which they are defined.Type: GrantFiled: February 2, 2000Date of Patent: January 1, 2002Assignee: Ceca S.A.Inventors: Regine De Mesanstourne, Stephane Fouquay, Jean-Paul Gamet, Francois Guillemet
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Patent number: 6335375Abstract: Aqueous-alcoholic solutions of hydrogenated coconut or palm kernel oil alkylamidopropylbetaines with a betaine content of greater than 50%, which are fluid, stable and pumpable are described as occupying a well-defined zone of their betaine/water/ethanol ternary diagram. They are prepared by synthesis and quaternization of the amidoamine directly in the solvent medium in which they are defined.Type: GrantFiled: December 7, 1999Date of Patent: January 1, 2002Assignee: Ceca S.A.Inventors: Régine De Mesanstourne, Stéphane Fouquay, Jean-Paul Gamet, François Guillemet
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Patent number: 6316644Abstract: The present invention relates to a polyethoxylated retinamide derivative represented by formula (I), which is useful as an agent for inhibiting skin aging; in R represents hydrogen or C1-6 lower alkyl and n denotes the number of 2 to 100, and the process for preparing the compound of formula (I) as an effective component.Type: GrantFiled: September 27, 2000Date of Patent: November 13, 2001Assignee: LG Chemical Ltd.Inventors: Bong Youl Chung, Young Keun Kim, In Sang Lee, Bong Jun Park, Wan Goo Cho, Young Sook Song, Mun Eok Park, Young Deuk Kim, Sung Jun Lee
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Patent number: 6307076Abstract: Process for the preparation of amido phenyl esters by reacting an amido acid with an inorganic acid chloride in the melt and reacting the resulting amidocarboxylic acid halide with a phenol derivative in an organic solvent.Type: GrantFiled: January 12, 2000Date of Patent: October 23, 2001Assignee: Clariant GmbHInventors: Michael Seebach, Peter Naumann, Uwe Bäumler
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Patent number: 6294681Abstract: The present invention provides a process for producing N-acyl-protected amino acids with the general formula I by amidocarbonylation whereby carbon monoxide, an amide/nitrile and an aldehyde, are reacted in the presence of a metal catalysts such as rhodium, iridium or ruthenium catalysts.Type: GrantFiled: June 26, 2000Date of Patent: September 25, 2001Assignee: Degussa-Huels AGInventors: Karlheinz Drauz, Olaf Burkhardt, Matthias Beller, Markus Eckert, Wahed Moradi, Helfried Neumann
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Patent number: 6281163Abstract: The invention is directed to hydrogenation catalyst particles based on nickel or cobalt and a support, incorporated in a matrix of hardened oil or a derivative thereof, which matrix material is solid at a temperature of 25° C., said particles having an average weight of at least 120 mg and an average height of at least 2.8 mm.Type: GrantFiled: April 18, 1997Date of Patent: August 28, 2001Assignee: Engelhard de Meern B.V.Inventor: Gustaaf J. M. Van Dijk
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Patent number: 6225484Abstract: The invention relates to an improved process for the preparation of a compound of formula I wherein R1 represents an optionally substituted aryl group, R2 represents an optionally substituted alkyl group, and R3 and R4 each individually represent an alkyl group; which comprises heating a mixture of a compound of formula II an alcohol, a tri-alkoxymethane, an acid and, optionally, an inert diluent.Type: GrantFiled: August 12, 1999Date of Patent: May 1, 2001Assignee: American Cyanamid Co.Inventors: Werner Simon, Thomas Petry
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Patent number: 6162933Abstract: A process for the preparation of amido acid phenyl esters of the formula ##STR1## by reaction of a compound of the formula ##STR2## with a compound of the formula ##STR3## in the presence of an acid halide, where A, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, X and M are as defined in the description, is claimed. The resulting amido acid phenyl esters are used as bleach activators in detergents and cleaners.Type: GrantFiled: July 30, 1999Date of Patent: December 19, 2000Assignee: Clariant GmbHInventors: Michael Seebach, Peter Naumann, Werner Janitschek
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Patent number: 6121470Abstract: Glycine derivatives represented by the following formula (1) and cleanser compositions containing the same: ##STR1## wherein R is a linear or branched alkyl group having 11 to 13 carbon atoms, a linear or branched alkenyl group having 11 to 13 carbon atoms, or a linear or branched hydroxyalkyl group having 11 to 13 carbon atoms, and M.sub.1 and M.sub.2 are the same or different from each other and each independently is a hydrogen atom, an alkali metal atom, 1/2 (an alkaline earth metal atom), an ammonium group, a monoalkanolammonium group having 1 to 22 carbon atoms, a dialkanolammonium group having 2 to 22 carbon atoms in total, a trialkanolammonium group having 3 to 22 carbon atoms in total, or a protonated basic amino acid, are excellent in foaming, detergency, comfort in use and safety, are antipollutive and can be used for various purposes, for example, a cleanser composition for the hair and body or tableware.Type: GrantFiled: September 23, 1996Date of Patent: September 19, 2000Assignee: Kao CorporationInventors: Masakatsu Takahashi, Hiromoto Mizushima, Hiroe Tanahashi, Toshio Nozaki
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Patent number: 6121471Abstract: The invention is a catalyst, the use of the catalyst and a method of using the catalyst in the formation of a compound with an amide bond. The catalyst is an HOBT derivative having the following formula (1): ##STR1## where R.sup.1 is a group bearing a positive charge at pH 5-7; where Y is a bond or a substituted or unsubstituted alkylene chain containing 1-10 carbon atoms and 0-2 heteroatoms selected from the group consisting of N, S and O; and where X is a linker group selected from --CO-- or --SO.sub.2 --. In the method, an amine, a carboxylic acid, an amide coupling agent and a catalyst of formula (1) are reacted for a time sufficient to produce an amide bond between the amine and the carboxylic acid. Thereafter, the compound containing the amide bond is isolated.Type: GrantFiled: December 17, 1998Date of Patent: September 19, 2000Assignee: Eli Lilly and CompanyInventor: William Leonard Scott
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Patent number: 6107498Abstract: Methods for producing carboxylic amides involves combining near-stoichiometric amounts of carboxylic acid and amine in a reaction vessel and reacting under pressures greater than atmospheric pressure. Alternatively, an excess of amine is reacted with carboxylic acid at atmospheric pressure to produce a carboxylic amide.Type: GrantFiled: April 22, 1997Date of Patent: August 22, 2000Assignee: AKZO Nobel N.V.Inventors: Bernard Maisonneuve, Dale Steichen, Ralph Franklin, Kornelis Overkempe
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Patent number: 6093839Abstract: Process for the preparation of acylglutamate solutions by reaction of a glutamic acid salt with an acid chloride in water and in the presence of an anionic or zwitterionic surfactant.Type: GrantFiled: February 17, 1999Date of Patent: July 25, 2000Assignee: Clariant GmbHInventors: Thomas Hingott, Joachim Hess