The Cyano Group Is Bonded Directly To The Carbon Adjacent To The Carbonyl Carbon (e.g., Alpha Cyano Acrylates, Etc.) Patents (Class 558/443)
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Patent number: 11597695Abstract: A method of preparing an ester by reacting a carboxylic acid with a (C1-C36)alcohol in the presence of a catalyst that is suitable for preparing carboxylic acid esters of monomeric carboxylic acids in high yield. The method reduces by-products of the reaction, in particular esters of dimeric, trimeric and/or oligomeric carboxylic acids. The method requires a minimal excess of alcohol and does not require removal of water and/or carboxylic acid ester from the reaction mixture. The method is particularly suitable for the reaction of hydroxyalkylcarboxylic acids and fatty alcohols.Type: GrantFiled: October 11, 2017Date of Patent: March 7, 2023Assignee: BASF SEInventors: Miriam Kolk, Konstantinos Scholinakis, Eike Ulf Mahnke, Lutz Hilterhaus, Volker Winterhoff
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Patent number: 10159912Abstract: Methods of processing distillates, methods of removing at least some portion of total phosphorus in a distillate, methods of removing at least some portion of the soluble inorganic phosphorus, phytate phosphorus, or some combination thereof in a distillate, methods for obtaining phytate from distillates, methods for producing phytate derivatives and combinations thereof.Type: GrantFiled: May 6, 2016Date of Patent: December 25, 2018Assignee: REGENTS OF THE UNIVERSITY OF MINNESOTAInventors: Bo Hu, Qiyang He
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Patent number: 9296684Abstract: An allyl 2-cyanoacrylate prepolymer, a preparation method thereof, and a bioadhesive composition including the prepolymer thus produced are provided, and more particularly, an allyl 2-cyanoacrylate prepolymer having a structure, in which at least one double bond in a molecule remains at an adjacent site to a cyano group prepared by causing a prepolymerization in a double bond moiety of an allyl group by pre-polymerizing through heating 2-cyanoacrylate having at least two double bonds in a molecule such as allyl 2-cyanoacrylate, a method for preparing the same, and a bioadhesive composition including the prepolymer thus produced are provided.Type: GrantFiled: November 6, 2012Date of Patent: March 29, 2016Assignee: UNIVERSITY-INDUSTRY COOPERATION GROUP OF KYUNG HEE UNIVERSITYInventors: Hun Kuk Park, Jin Ik Lim, Ji Hye Kim
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Patent number: 8975433Abstract: Provided is a 2-cyanoacrylate-purifying method for decoloring a 2-cyanoacrylate which has been colored, and preventing further coloring of the 2-cyanoacrylate thus decolored. The 2-cyanoacrylate-purifying method includes the steps of: (a) adding a specific polyhydric aromatic compound to the 2-cyanoacrylate which has been colored; and (b) storing, at a temperature in a range of 0° C. to 40° C. for 0.5 day or more, the resulting mixture obtained in the step (a), and then subjecting the mixture to reduced pressure distillation.Type: GrantFiled: February 24, 2012Date of Patent: March 10, 2015Assignee: Taoka Chemical Co., Ltd.Inventors: Yoshio Nagahama, Yukinori Nishino, Hiroaki Yamamoto
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Patent number: 8927557Abstract: The compounds of Formula (I), wherein R1, R2, R21, R22, R23, R24, Y and R3 have the meanings as given in the description, the salts thereof, the stereoisomers of the compounds and the salts thereof are effective inhibitors of the type 5 phosphodiesterase.Type: GrantFiled: August 24, 2010Date of Patent: January 6, 2015Assignee: Takeda GmbHInventors: Josef Stadlwieser, Beate Schmidt, Heiko Bernsmann, Torsten Dunkern, Ewald Benediktus, Andreas Pahl, Ragna Hussong, Olaf Nimz, Matthias Mueller, Martin Viertelhaus
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Patent number: 8829225Abstract: An improvement in the production of 1,1-disubstituted ethylenes is attained by contacting a 1,1-disubstituted ethylene with alumina and separating the alumina to obtain a 1,1-disubstituted ethylene with a good combination of cost, purity, shelf life and cure rate.Type: GrantFiled: January 28, 2013Date of Patent: September 9, 2014Assignee: OptMed, Inc.Inventors: Francis McConville, John Gregory Reid, Murugappa Vedachalam
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Patent number: 8829192Abstract: Described is the use of specific merocyanine derivatives for protecting body-care and household products from photolytic and oxidative degradation. These compounds perform outstanding UV absorber properties.Type: GrantFiled: July 19, 2006Date of Patent: September 9, 2014Assignee: BASF SEInventors: Barbara Wagner, Oliver Reich
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Publication number: 20140150380Abstract: Disclosed are compounds of formula (1) and (2) and/or E/E-, E/Z- or Z/Z geometrical isomer forms thereof; wherein R1-R5, R1-R11 and A are defined as in description. The compounds are used as UV absorbers for protecting household products from photolytic and oxidative degradation, as plastic additives, preferably for food and pharmaceutical packaging applications, for preventing photo-degradation of food by incorporation of the compounds of formula (1?) and/or (2?) into transparent food containers, for protection of UV-A sensitive drugs from photo-degradation by incorporation of UV absorber in transparent blister foils or transparent pharmacy containers, as additives for photographic and printing applications, as additives for electronic applications and protecting the ingredients in agriculture applications.Type: ApplicationFiled: July 19, 2012Publication date: June 5, 2014Inventors: Barbara Winkler, Dietmar Hueglin, Kai Eichin, Larissa Ehrsam, Xavier Marat, Hervé Richard, ILona Marion Kienzle, Ute Schroeder
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Publication number: 20140051881Abstract: The present disclosure provides a process for preparing 2,3-dicyanopropionic acid ester of formula (I); said process comprising the following steps: i) treating an alkali metal cyanide dissolved in a solvent with a solution of 2-cyano-2-propenoic acid ester of formula (II) at a temperature ranging between 0° C. and 50° C. for a time period ranging between 2 hours and 15 hours followed by cooling below 20° C.Type: ApplicationFiled: October 24, 2013Publication date: February 20, 2014Inventor: Keki Hormusji GHARDA
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Publication number: 20130331598Abstract: Provided is a 2-cyanoacrylate-purifying method for decoloring a 2-cyanoacrylate which has been colored, and preventing further coloring of the 2-cyanoacrylate thus decolored. The 2-cyanoacrylate-purifying method includes the steps of: (a) adding a specific polyhydric aromatic compound to the 2-cyanoacrylate which has been colored; and (b) storing, at a temperature in a range of 0° C. to 40° C. for 0.5 day or more, the resulting mixture obtained in the step (a), and then subjecting the mixture to reduced pressure distillation.Type: ApplicationFiled: February 24, 2012Publication date: December 12, 2013Applicant: TAOKA CHEMICAL CO., LTD.Inventors: Yoshio Nagahama, Yukinori Nishino, Hiroaki Yamamoto
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Publication number: 20130310594Abstract: An improvement in the production of 1,1-disubstituted ethylenes is attained by contacting a 1,1-disubstituted ethylene with alumina and separating the alumina to obtain a 1,1-disubstituted ethylene with a good combination of cost, purity, shelf life and cure rate.Type: ApplicationFiled: January 28, 2013Publication date: November 21, 2013Applicant: OptMed, Inc.Inventors: Francis McConville, John Gregory Reid, Murugappa Vedachalam
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Publication number: 20130253213Abstract: Provided is a method for producing cyanoacetic acid in a hydrolysis reaction of a predetermined cyanoacetate in the presence of an acid catalyst. Further, are provided methods for producing a cyanoacetic acid derivative and a metal containing compound by using the produced cyanoacetic acid as a staring material. Herein, the method for producing cyanoacetic acid enables the content of a malonic acid byproduct generated in the hydrolysis reaction to be greatly lowered, allowing the produced cyanoacetic acid to be used as a starting material without any purification treatments. Those advantageous effects result in the great improvement in the purity and yields of the cyanoacetic acid derivative and the metal containing compound produced by said cyanoacetic acid. Accordingly, the above mentioned methods make it possible to produce cyanoacetic acid, the cyanoacetic acid derivative and the metal containing compound, as excellent in the productivity and economical efficiency.Type: ApplicationFiled: March 15, 2013Publication date: September 26, 2013Applicant: Konica Minolta Business Technologies, Inc.Inventors: Dai IKEMIZU, Ryohei IWAMOTO, Keiko ISHIDAI, Kimihiko OOKUBO
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Publication number: 20130178426Abstract: The invention has as its object the provision of a medicine capable of reducing a volume of emphysema-suffering pulmonary alveoli or alveolar sacs by means of a respiratory region volume inhibitor containing a coating film formation as a main component and capable of forming a coating film in a respiratory region, characterized by being used in such a way that the coating film-forming component is administered to an emphysema-suffering pulmonary alveolar parenchyma in a human-respiratory region in an amount of 0.004 to 200 g/application, preferably 0.07 to 20 g/application and more preferably 0.5 to 5 g/application on each occasion.Type: ApplicationFiled: August 10, 2011Publication date: July 11, 2013Applicant: Terumo Kabushiki KaishaInventors: Takao Anzai, Atsuhiko Nogawa, Yuichi Tada
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Patent number: 8455544Abstract: The present invention concerns methods for treating and preventing renal/kidney disease, insulin resistance/diabetes, fatty liver disease, and/or endothelial dysfunction/cardiovascular disease using synthetic triterpenoids, optionally in combination with a second treatment or prophylaxis.Type: GrantFiled: January 26, 2012Date of Patent: June 4, 2013Assignees: Reata Pharmaecuticals, Inc., Trustees of Dartmouth CollegeInventors: Michael B. Sporn, Karen T. Liby, Gordon W. Gribble, Tadashi Honda, Robert M. Kral, Colin J. Meyer
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Publication number: 20130064871Abstract: The present invention relates to a cosmetic composition comprising the combination i) of at least one screening agent of the dibenzoylmethane derivative type and ii) of at least one specific merocyanine dicyano or cyanoacetate derivative. It also relates to a method for the photostabilization, with regard to radiation, of at least one screening agent of the dibenzoylmethane derivative type by an effective amount of at least one specific merocyanine dicyano or cyanoacetate derivative.Type: ApplicationFiled: March 7, 2011Publication date: March 14, 2013Applicant: L'OREALInventors: Herve Richard, Benoit Muller
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Patent number: 8329936Abstract: The present invention relates to a method for producing cyanoacrylic acid esters. The method is based substantially on a transesterification reaction, wherein the transesterification reaction is performed in the presence of at least one transition metal catalyst that is formed by reacting at least one hydroxyl group-containing support material with at least one transition metal alkoxide.Type: GrantFiled: January 3, 2012Date of Patent: December 11, 2012Assignee: Henkel AG & Co. KGaAInventors: Carsten Friese, Andreas Kirschning, Ludovic Coutable
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Publication number: 20120215023Abstract: A method for performing a chemical reaction to produce a target compound by heating a reaction medium containing a reactant in a reactor, the reaction medium being brought into contact with a solid heating medium that can be heated by electromagnetic induction and that is located inside the reactor and surrounded by the reaction medium and the heating medium being heated by electromagnetic induction with the aid of an inductor, causing the target compound to form, and the target compound being separated from the heating medium, wherein the target compound has a lower molar mass than the reactant and at least one covalent bond of the reactant is cleaved in order to produce said target compound from the reactant.Type: ApplicationFiled: February 21, 2012Publication date: August 23, 2012Inventors: Carsten Friese, Andreas Kirschning, Sascha Volkan Ceylan, Juergen Wichelhaus
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Publication number: 20120203021Abstract: The present invention relates to a method for producing cyanoacrylic acid esters. The method is based substantially on a transesterification reaction, wherein the transesterification reaction is performed in the presence of at least one transition metal catalyst that is formed by reacting at least one hydroxyl group-containing support material with at least one transition metal alkoxide.Type: ApplicationFiled: January 3, 2012Publication date: August 9, 2012Applicant: Henkel AG & Co. KGaaInventors: Carsten Friese, Andreas Kirschning, Ludovic Coutable
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Publication number: 20120082934Abstract: [Problem] To reduce the time required for a film to exhibit decreased hydrophobicity after liquid immersion lithography while allowing the surface of a film to exhibit high hydrophobicity during liquid immersion lithography. [Solution] A radiation-sensitive resin composition including (A) a polymer that includes a repeating unit (a1) and a fluorine atom, and (B) a photoacid generator, the repeating unit (a1) including a group shown by any of the following formulas (1-1) to (1-3).Type: ApplicationFiled: September 23, 2011Publication date: April 5, 2012Applicant: JSR CorporationInventors: Kazuo Nakahara, Mitsuo Sato, Yusuke Asano
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Patent number: 8129429Abstract: The present invention concerns methods for treating and preventing renal/kidney disease, insulin resistance/diabetes, fatty liver disease, and/or endothelial dysfunction/cardiovascular disease using synthetic triterpenoids, optionally in combination with a second treatment or prophylaxis.Type: GrantFiled: January 12, 2009Date of Patent: March 6, 2012Assignees: Reata Pharmaceuticals, Inc., Trustees of Dartmouth CollegeInventors: Michael B. Sporn, Karen T. Liby, Gordon W. Gribble, Tadashi Honda, Robert M. Kral, Colin J. Meyer
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Patent number: 7851411Abstract: ?-Cyanoacrylates of the formula I, where: R1 is ORa wherein Ra is hydrogen, substituted alkyl, branched alkyl, branched alkenyl, cycloloalkyl, heterocyclyl, aryl, phenylalkyl or alkylimino; is NRbRc wherein Rb is hydrogen, alkyl which may be substituted, alkenyl, alkynyl; Rc is hydrogen, alkyl which may be substituted alkenyl, alkynyl, cycloalkyl, heterocyclyl, aryl, phenylalkyl or alkylimino; or Rb and Rc form an alkandiyl-chain which may be substituted; or is SRd wherein Rd is hydrogen, alkyl which may be substituted, alkenyl, alkynyl, cycloalkyl, heterocyclyl, aryl, phenylalkyl or alkylimino; R2 is alkyl which may be substituted; is alkenyl or alkynyl; R3 is alkyl may be substituted; is alkenyl or alkynyl; R4 is hydrogen, halogen, cyano or alkyl; and their agriculturally useful salts, processes and intermediates for their preparation; and the use of these compounds or of compositions comprising these compounds for controlling undesirable plants are described.Type: GrantFiled: December 17, 2002Date of Patent: December 14, 2010Assignee: BASF SEInventors: Peter Plath, Norbert Götz, Michael Rack, Andreas Landes, Cyrill Zagar, Matthias Witschel, Klaus Groβmann
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Patent number: 7842832Abstract: ?-Amino-?-Cyanoacrylates of formula I where the variables have the following meanings: R1 is n-alkyl, n-alkenyl or alkoxyalkyl; R2,R3 are alkyl, which may be partially or fully halogenated and/or may carry a substituent from the group consisting of cyano, alkoxy, haloalkoxy, alkylthio, haloalkylthio, C1-C6-alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl and haloalkylsulfonyl, are alkenyl or alkynyl; or R2 and R3 together with the carbon atom to which they are attached form a cycloalkyl ring in which one or two nonadjacent CH2 groups may be replaced by oxygen or sulfur, and where the cycloalkyl ring may be substituted by halogen or alkyl; R4 is hydrogen, halogen, cyano or alkyl, where the substituents R2, R3 and R4 or two of the radicals R2, R3 and R4 are not simultaneously methyl, and their agriculturally useful salts, processes and intermediates for their preparation; and the use of these compounds or of compositions comprising these compounds for controlling undesirable plants are described.Type: GrantFiled: December 17, 2002Date of Patent: November 30, 2010Assignee: BASF SEInventors: Albert C. Everson, Daniel J. Coughlin, Michael A. Guaciaro, Linda B. Fleming, Lester L. Maravetz, John L. Huppatz
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Publication number: 20100210788Abstract: This invention relates to novel electron deficient olefins, such as certain 2-cyanoacrylates and methylidene malonates, prepared using an imine or an iminium salt.Type: ApplicationFiled: April 23, 2010Publication date: August 19, 2010Applicant: Loctite (R&D) LimitedInventors: Ciaran B. McArdle, Ligang Zhao, Stefano Gherardi, Kevin Murnaghan
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Publication number: 20100199888Abstract: This invention relates to novel compounds with ester linkage(s) capped with either electron deficient olefinic linkage(s) or group(s) or reactive functional groups (termed herein as “active methylene reagents”), and curable compositions prepared therefrom.Type: ApplicationFiled: April 23, 2010Publication date: August 12, 2010Applicant: Loctite (R&D) LimitedInventors: Ciaran B. McArdle, Ligang Zhao, Stefano Gherardi, Kevin Murnaghan
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Patent number: 7718821Abstract: This invention relates to a process for producing electron deficient olefins, such as 2-cyanoacrylates, using an iminium salt.Type: GrantFiled: December 19, 2006Date of Patent: May 18, 2010Assignees: Loctite (R&D) Limited, Universita Degli Studi di ParmaInventors: Franca Bigi, Stefano Gheradi, Ciaran B. McArdle
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Patent number: 7709676Abstract: A method for producing a purified 2-cyanoacrylate is characterized in that distillation is conducted in the presence of a polymerization inhibitor whose boiling point is within ±12° C. of the boiling point of the 2-cyanoacrylate. With this method, polymerization of 2-cyanoacrylate can be continuously prevented in the distillate system during distillation of a crude 2-cyanoacrylate, so that a purified 2-cyanoacrylate can be obtained.Type: GrantFiled: May 27, 2004Date of Patent: May 4, 2010Assignee: Toagosei Co., Ltd.Inventors: Muneaki Kanou, Yoshiharu Ohashi
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Patent number: 7659423Abstract: This invention relates to a process for producing electron deficient olefins, such as 2-cyanoacrylates, in a polar solvent, such as an ionic liquid.Type: GrantFiled: April 18, 2006Date of Patent: February 9, 2010Assignee: Loctite (R&D) LimitedInventor: Ciaran B. McArdle
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Publication number: 20090317529Abstract: Aromachemical compounds of Formula I, compositions comprising these compounds and processes for their preparation are disclosed, wherein R1 is H, C(O)O—CH2—CH3; C(O)O—CH3, or C(O)O—H; R2 is methyl; R3 and R4 are H; R5 and R6 are CH3; Z is C(H)2; and X is —CN. The double bond attached to X can be in the E or Z configuration.Type: ApplicationFiled: June 15, 2009Publication date: December 24, 2009Applicant: Flexitral, Inc.Inventor: Luca Turin
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Patent number: 7622603Abstract: Disclosed is a process for producing a ?-aminopentadienoate compound represented by the following formula (I), the process including reacting a ?-aminopentadienoate compound represented by the following formula (II) with an alcohol represented by the following formula (III): wherein in formulae (I to III) R11 and R21 each independently represent an aliphatic group, an aromatic group, or a heterocyclic group bonded via a carbon atom; R12 to R16 each independently represent a hydrogen atom, an aliphatic group, an aromatic group, or a heterocyclic group bonded via a carbon atom; Y11 represents an electron-withdrawing group; and R11 and R21 are not the same group.Type: GrantFiled: September 27, 2007Date of Patent: November 24, 2009Assignee: FUJIFILM CorporationInventor: Keizo Kimura
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Publication number: 20090264657Abstract: Described is the use of specific merocyanine derivatives for protecting body-care and household products from photolytic and oxidative degradation. These compounds perform outstanding UV absorber properties.Type: ApplicationFiled: July 19, 2006Publication date: October 22, 2009Inventors: Barbara Wagner, Oliver Reich
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Patent number: 6730803Abstract: The &bgr;-keto ester compound, &bgr;-hydroxy acid compound and acetonide form of a 1,3-diol derivative of the formulas (I), (V) and (VIII) wherein each symbol is as defined in the specification, are useful as a synthetic intermediate for an epothilone derivative being developed as a pharmaceutical agent having an antitumor activity.Type: GrantFiled: September 30, 2002Date of Patent: May 4, 2004Assignee: Sumika Fine Chemicals Co., Ltd.Inventors: Mitsuhiro Iwasaki, Kiyoshi Sugi, Hideto Miyamoto, Nobushige Itaya
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Patent number: 6700010Abstract: A method for producing cyanoacetic acid esters of general formula (I): wherein R represents on optionally substituted linear or branched C1-8 alkyl group or an aryl C1-4 alkyl group. According to the method, an alkoxypropionitrile of the general formula (II): wherein R is defined above, is oxidized to form the desired product in the presence of a catalyst, based on lead or on one of the transition metals, using oxygen or an oxygen-forming reagent.Type: GrantFiled: July 12, 2002Date of Patent: March 2, 2004Assignee: Lonza AGInventors: Paul Hanselmann, Stefan Hildbrand
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Patent number: 6420590Abstract: Continuous processes for forming cyanoacrylate from polycyanoacrylate include stripping a solvent from a reaction mass; cracking a polymer in the reaction mass to form a cracked cyanoacrylate monomer and residue substances; and distilling the cracked cyanoacrylate monomer to produce a cyanoacrylate monomer product. These steps can be performed in short-path, wiped-film evaporators. Polycyanoacrylate used in the processes can be formed using cyanoacetate produced by processes for continuously producing cyanoacetate by forming a higher homologue cyanoacetate from a lower homologue cyanoacetate. The cyanoacetate can be formed in short-path, wiped-film evaporators.Type: GrantFiled: October 31, 2000Date of Patent: July 16, 2002Assignee: Closure Medical CorporationInventors: Ibraheem T. Badejo, Jaime Ayarza, Kenneth W. Davis, Jeffrey R. Hennenkamp
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Publication number: 20010016665Abstract: A method of making (±)-3-(aminomethyl)-5-methylhexanoic acid that comprises condensing isovaleraldehyde with 1Type: ApplicationFiled: October 5, 1999Publication date: August 23, 2001Inventors: TODD MICHEL GROTE, BRIAN KEITH HUCKABEE, THOMAS MULHERN, DENIS MARTIN SOBIERAY, ROBERT DANIEL TITUS
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Patent number: 6271410Abstract: C3-12 alkyl, substituted alkyl, alkenyl and cycloalkyl cyanoacetates are prepared by an efficient and simplified one-step process in which a small molar excess of the corresponding alcohol, i.e., C3-12 alkyl, substituted alkyl, alkenyl or cycloalkenyl alcohol is reacted with crystalline cyanoacetic acid, or a concentrated aqueous solution of cyanoacetic acid, in the presence of an acid catalyst, such as, for example, methanesulfonic acid, p-toluenesulfonic acid, sulfuric acid and phosphoric acid at a temperature in the range of from about 60° C. to about 150° C., in accordance with the following reaction: CNCH2COOH+R—OH→(cat)CNCH2COOR+H2O (I) where R is a C3-12 alkyl, substituted alkyl, alkenyl or cycloalkyl.Type: GrantFiled: June 6, 2000Date of Patent: August 7, 2001Assignee: Creanova Inc.Inventors: Thomas V. John, Chitoor S. Subramaniam, Mark Whipkey
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Patent number: 6245933Abstract: An &agr;-cyanoacrylate may be formed by first condensing a cyanoacetate with paraformaldehyde or formaldehyde; reacting the polymer formed with an alcohol to transesterify the polymer; and depolymerizing the polymer to form &agr;-cyanoacrylate monomers.Type: GrantFiled: November 19, 1999Date of Patent: June 12, 2001Assignee: Closure Medical CorporationInventors: Bernard Malofsky, Ibraheem T. Badejo
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Patent number: 6239307Abstract: Cyanoacetic esters of the general formula: in which R is C1-10-alkyl, C3-10-alkenyl or aryl-C1-4alkyl, are prepared by the reaction of alkali metal cyanoacetates with the corresponding halides R—X, in which X is chlorine, bromine or iodine, in an aqueous/organic two-phase system in the presence of a phase-transfer catalyst.Type: GrantFiled: February 9, 2000Date of Patent: May 29, 2001Assignee: Lonza AGInventors: Stefan Hildbrand, Paul Hanselmann
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Patent number: 6191202Abstract: Alkyl cyanoacrylate compositions comprising at least one alkyl cyanoacrylate, a biocompatible plasticizer (preferably an acyl trialkyl citrate wherein the acyl group contains from 2 to 4 carbon atoms and each alkyl group contains from 4 to 6 carbon atoms), and SO2 as an anionic polymerization inhibitor are provided. These compositions are suitable for topical application to human skin.Type: GrantFiled: July 3, 1997Date of Patent: February 20, 2001Assignee: Medlogic Global CorporationInventors: Richard J. Greff, Patrick J. Tighe, Michael M. Byram, Leonard V. Barley
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Patent number: 6191301Abstract: Use of 4,4-diarylbutadienes of the formula I, where the variables have the meanings explained in the description, as water-soluble photostable UV filters in cosmetic and pharmaceutical preparations for protecting the human skin or human hair from the sun's rays, alone or together with compounds which absorb in the UV region and are known per se for cosmetic and pharmaceutical preparations.Type: GrantFiled: March 16, 2000Date of Patent: February 20, 2001Assignee: BASF AktiengesellschaftInventors: Thorsten Habeck, Horst Westenfelder, Thomas Wünsch
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Patent number: 5998472Abstract: Disclosed are mixed alkyl cyanoacrylate compositions which are specifically formulated for topical application onto intact or broken human skin, preferably without the addition of a plasticizing agent to the composition.Type: GrantFiled: October 9, 1998Date of Patent: December 7, 1999Assignee: MedLogic Global CorporationInventors: Thomas Jay Berger, Carlos Roberto Morales, Richard J. Greff, Ian N. Askill
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Patent number: 5908954Abstract: A process for the preparation of five-membered or six-membered ring lactams from aliphatic .alpha.,.omega.-dinitriles has been developed. In the process an aliphatic .alpha.,.omega.-dinitrile is first converted to an ammonium salt of an .omega.-nitrile-carboxylic acid in aqueous solution using a catalyst having an aliphatic nitrilase (EC 3.5.5.7) activity, or a combination of nitrile hydratase (EC 4.2.1.84) and arnidase (EC 3.5.1.4) activities. The ammonium salt of the .omega.-nitrilecarboxylic acid is then converted directly to the corresponding lactam by hydrogenation in aqueous solution, without isolation of the intermediate .omega.-nitrilecarboxylic acid or .omega.-aminocarboxylic acid. When the aliphatic .alpha.,.omega.-dinitrile is also unsymmetrically substituted at the .alpha.-carbon atom, the nitrilase produces the .omega.-nitrilecarboxylic acid ammonium salt resulting from hydrolysis of the .omega.Type: GrantFiled: July 1, 1998Date of Patent: June 1, 1999Assignee: E. I. du Pont de Nemours and CompanyInventors: Robert Di Cosimo, Robert Donald Fallon, John Edward Gavagan, Frank Edward Herkes
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Patent number: 5861533Abstract: A process for nitrosating C-H-acidic compounds. The process substantially avoids producing polluted wastewater.Type: GrantFiled: June 5, 1997Date of Patent: January 19, 1999Assignee: Huels AktiengesellschaftInventors: Frank Bauer, Marcel Feld
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Patent number: 5856521Abstract: A monomer of the formula: ##STR1## wherein R5, R6 and R7 are independently hydrogen, alkyl, cyano, alkyloxycarbonyl or carbamoyl; Z is a spacer or a direct link; and R is hydroxyalkyl having a protected terminal hydroxy, can produce a polymer useful for producting a resist composition.Type: GrantFiled: April 28, 1998Date of Patent: January 5, 1999Assignee: Wako Pure Chemical Industries, Ltd.Inventors: Motoshige Sumino, Kazuhito Fukasawa
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Patent number: 5821380Abstract: Novel 2-cyanoacrylic esters I ##STR1## where the radicals have the following meanings: R.sup.1 and R.sup.2 are each hydrogen or a radical having an iso- or heterocyclic ring system with at least one iso- or heteroaromatic nucleus, and at least one of the radicals R.sup.1 or R.sup.2 must be different from hydrogen,n is from 2 to 10, andX is, when n=2, a radical of the formula II ##STR2## where m is from 2 to 8, and X is, when n>2, the radical of an n-hydric aliphatic or cycloaliphatic polyol having 3-20 carbon atoms, it also being possible for a cycloaliphatic radical to contain 1 or 2 hetero atoms, and for an aliphatic radical to be interrupted by up to 8 non-adjacent oxygen atoms, sulfur atoms, imino or C.sub.1 -C.sub.4 -alkylimino groups, are used as light stabilizers.Type: GrantFiled: May 12, 1997Date of Patent: October 13, 1998Assignee: BASF AktiengesellschaftInventors: Martin Holderbaum, Alexander Aumuller, Hubert Trauth, Guido Voit, Karin Sperling, Alfred Krause
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Patent number: 5762919Abstract: Disclosed are cyanoacrylate compositions comprising a compatible antimicrobial agent and, in particular, a compatible iodine containing antimicrobial agent. These compositions provide for in situ formation of an antimicrobial polymeric cyanoacrylate film on mammalian skin.Type: GrantFiled: June 6, 1997Date of Patent: June 9, 1998Assignee: Medlogic Global CorporationInventors: Richard J. Greff, Michael M. Byram
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Patent number: 5756807Abstract: A process for preparing alkyl cyanoacetates of the general formula I ##STR1## where R is an n-valent aliphatic radical which has 6 to 20 carbon atoms and whose carbon framework can be interrupted by one to three oxygen atoms in ether functionality, and n is a number from 1 to 6, by reacting cyanoacetic acid in aqueous medium with an alcohol R(OH).sub.n, where the esterification is carried out in the presence of an inert entrainer and, during the reaction, water and entrainer are distilled out.Type: GrantFiled: October 21, 1996Date of Patent: May 26, 1998Assignee: BASF AktiengesellschaftInventors: Clemens Grund, Martin Holderbaum, Helmut Reichelt, Stefan Beckmann
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Patent number: 5753699Abstract: Antimicrobial cyanoacrylate compositions are applied to non-suturable, superficial wound surfaces. In situ polymerization of the cyanoacrylate ester provides for a polymeric film over the wound which promotes wound healing and retards infection of the wound.Type: GrantFiled: October 9, 1997Date of Patent: May 19, 1998Assignee: MedLogic Global CorporationInventors: Richard J. Greff, Michael M. Byram
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Patent number: 5726342Abstract: There is provide an advantageous process for producing an .alpha.-(tert-alkyl)cyanoacetic acid ester characterized by reacting cyanoacetic acid ester with a di(lower alkyl)aluminum halide, and then reacting the resulting reaction with a tert-alkyl halide.Type: GrantFiled: January 22, 1997Date of Patent: March 10, 1998Assignee: Sumitomo Chemical Limited, CompanyInventors: Atsushi Kaetsu, Yoshimi Yamada
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Patent number: 5698730Abstract: A cyanoacetic acid higher ester represented by the general formula: NCCH.sub.2 COOR', wherein R' represents an alkyl group having 4 to 20 carbon atoms, is prepared by subjecting a cyanoacetic acid ester represented by the general formula: NCCH.sub.2 COOR.sup.1, wherein R.sup.1 represents an alkyl group having 1 to 3 carbon atom, to a transesterification with an alcohol represented by the general formula: R'OH, wherein R' represents an alkyl group having 4 to 20 carbon atoms, in the presence of a specific tin compound as the catalyst. According to the present invention, the cyanoacetic acid higher esters which are useful as intermediates for pharmaceuticals and agricultural chemicals as well as intermediates for industrial products can be prepared easily and in higher yield as compared with conventional methods, by using a cyanoacetic acid ester and an alcohol which are less expensive and easily available as raw materials.Type: GrantFiled: December 18, 1996Date of Patent: December 16, 1997Assignee: Nitto Chemical Industry Co., Ltd.Inventors: Katsumi Nakamura, Yasuyuki Takayanagi, Masaaki Seya
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Patent number: 5684042Abstract: Disclosed are cyanoacrylate compositions comprising a compatible antimicrobial agent and, in particular, a compatible iodine containing antimicrobial agent. These compositions provide for in situ formation of an antimicrobial polymeric cyanoacrylate film on mammalian skin.Type: GrantFiled: January 10, 1997Date of Patent: November 4, 1997Assignee: Medlogic Global CorporationInventors: Richard J. Greff, Michael M. Byram