Carboxylic Acid Anhydrides (i.e., Compounds Having The -c(=o)-o-c(=o)- Group) Patents (Class 562/887)
  • Patent number: 8710262
    Abstract: It is an object of the present invention to provide a method for producing (meth)acrylic anhydride that provides high yield and high efficiency and can suppress side reactions, in a method for reacting (meth)acrylic acid with a fatty acid anhydride to produce (meth)acrylic anhydride. The method for producing (meth)acrylic anhydride according to the present invention is a method for producing (meth)acrylic anhydride, including reacting a fatty acid anhydride with (meth)acrylic acid to produce (meth)acrylic anhydride, while extracting a fatty acid produced as a by-product, wherein the reaction is performed, while adjustment is performed so that a molar ratio of the (meth)acrylic acid to the (meth)acrylic anhydride in a reaction liquid is 0.3 or more.
    Type: Grant
    Filed: September 3, 2013
    Date of Patent: April 29, 2014
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Ryuichi Ansai, Hiroyuki Nogami, Kuniyoshi Ogura
  • Publication number: 20140046000
    Abstract: A method of accelerating a curing process in resin overflow systems for use in casting processes includes the step of adding a curing accelerator for the resin into the resin overflow system. In addition, a resin overflow container and a compartment with a curing accelerator for use in casting processes are provided.
    Type: Application
    Filed: July 25, 2013
    Publication date: February 13, 2014
    Inventors: Martin Jensen, Simon Kwiatkowski Pedersen
  • Publication number: 20140005435
    Abstract: It is an object of the present invention to provide a method for producing (meth)acrylic anhydride that provides high yield and high efficiency and can suppress side reactions, in a method for reacting (meth)acrylic acid with a fatty acid anhydride to produce (meth)acrylic anhydride. The method for producing (meth)acrylic anhydride according to the present invention is a method for producing (meth)acrylic anhydride, including reacting a fatty acid anhydride with (meth)acrylic acid to produce (meth)acrylic anhydride, while extracting a fatty acid produced as a by-product, wherein the reaction is performed, while adjustment is performed so that a molar ratio of the (meth)acrylic acid to the (meth)acrylic anhydride in a reaction liquid is 0.3 or more.
    Type: Application
    Filed: September 3, 2013
    Publication date: January 2, 2014
    Applicant: Mitsubishi Rayon Co., Ltd.
    Inventors: Ryuichi ANSAI, Hiroyuki Nogami, Kuniyoshi Ogura
  • Patent number: 8586790
    Abstract: The present invention provides a novel anhydride derivative of 2-(S)-(6-methoxy-2-naphtyl)-propanoic acid for preparing nitrooxyalkyl esters of 2-(S)-(6-methoxy-2-naphtyl)-propanoic acid with high purity to meet requirements of the industry.
    Type: Grant
    Filed: February 8, 2012
    Date of Patent: November 19, 2013
    Assignee: Everlight USA, Inc.
    Inventors: Hao-Cheng Yang, Chia-Chung Tsai, Chi-Hsiang Yao
  • Patent number: 8440719
    Abstract: Carboxylic anhydrides are highly suitable as additive for industrial materials, cosmetics, pharmaceutics and foodstuffs, in particular beverages, for protecting them against attack and/or destruction by microorganisms.
    Type: Grant
    Filed: May 25, 2012
    Date of Patent: May 14, 2013
    Assignee: LANXESS Deutschland GmbH
    Inventors: Johannes Kaulen, Erasmus Vogl, Edwin Ritzer, Manfred Hoffmann
  • Patent number: 8293942
    Abstract: A pyridine-free esterification reagent for anhydride method to determine the hydroxyl number of polyols is provided. The reagent includes an anhydride, an oxometallic complex having a formula of MOmLn, and a neutral or slightly acidic solvent, wherein M includes transition metals of IVB, VB, or VIB group, L includes (OTf), X, and m and n are an integer greater than or equal to 1, wherein X is halogen, and R, R?, R?, and R??, independently, are alkyl, aryl, or heterocyclic groups containing nitrogen, oxygen, phosphorus, or sulfur heteroatoms. The invention also provides a method to determine the hydroxyl number of polyols.
    Type: Grant
    Filed: April 22, 2008
    Date of Patent: October 23, 2012
    Assignee: Industrial Technology Research Institute
    Inventors: Chih-Chien Lin, Chien-Tien Chen
  • Patent number: 8097757
    Abstract: The present invention relates to an improved method for preparing (meth)acrylic anhydride (A(M)A2O) by transanhydrification between (meth)acrylic acid and acetic anhydride in the presence of at least one polymerization inhibitor, in which reaction to the point of partial conversion of the reagents is carried out, followed by continuous distillation. With the method according to the invention, it is possible to produce I1A(M)A2O of very high purity under improved productivity conditions compared to existing methods while eliminating problems of reactor fouling.
    Type: Grant
    Filed: January 27, 2009
    Date of Patent: January 17, 2012
    Assignee: Arkema France
    Inventors: Jean-Michel Paul, Serge Tretjak
  • Publication number: 20110137072
    Abstract: It is an object of the present invention to provide a method for producing (meth)acrylic anhydride that provides high yield and high efficiency and can suppress side reactions, in a method for reacting (meth)acrylic acid with a fatty acid anhydride to produce (meth)acrylic anhydride. The method for producing (meth)acrylic anhydride according to the present invention is a method for producing (meth)acrylic anhydride, including reacting a fatty acid anhydride with (meth)acrylic acid to produce (meth)acrylic anhydride, while extracting a fatty acid produced as a by-product, wherein the reaction is performed, while adjustment is performed so that a molar ratio of the (meth)acrylic acid to the (meth)acrylic anhydride in a reaction liquid is 0.3 or more.
    Type: Application
    Filed: August 4, 2009
    Publication date: June 9, 2011
    Applicant: Mitsubishi Rayon Co. LTd
    Inventors: Ryuichi Ansai, Hiroyuki Nogami, Kuniyoshi Ogura
  • Publication number: 20110112287
    Abstract: A method for covalently binding target molecules to carbon nanoparticles via at least one bridge molecule includes converting carbon nanoparticles to acyl carbon nanoparticles using a carbonyl compound of the at least one bridge molecule in the presence of a Lewis acid under Friedel-Crafts conditionsm, where the acyl carbon nanoparticles include a nucleofuge in the omega position. The target molecule is covalently bound to the acyl carbon nanoparticles via nucleophilic substitution of the nucleofuge in the omega position.
    Type: Application
    Filed: October 27, 2010
    Publication date: May 12, 2011
    Applicant: KARLSRUHER INSTITUT FUER TECHNOLOGIE
    Inventors: Teodor Silviu Balaban, Stefanie Potratz, Frank Hennrich, Regina Fischer, Michaela Carmen Balaban, Manfred Kappes
  • Patent number: 7901745
    Abstract: 3,4-Dicarboxy-1,2,3,4-tetrahydro-6-t-butyl-1-naphthalene-succinic dianhydride is provided. The tetracarboxylic dianhydride is represented by Formula 1, which is described in the specification. Further provided is a liquid crystal aligning agent comprising a polyimide prepared using the tetracarboxylic dianhydride and a solvent. Further provided is a liquid crystal alignment layer formed using the liquid crystal aligning agent. The liquid crystal alignment layer exhibits excellent electro-optical properties and good processability in terms of printability.
    Type: Grant
    Filed: June 2, 2009
    Date of Patent: March 8, 2011
    Assignee: Cheil Industries Inc.
    Inventors: Jae Min Oh, Tae Hyoung Kwak, Ji Young Jeong
  • Publication number: 20100087591
    Abstract: A thermoset composition exhibiting reduced water absorption in the cured state includes an olefinically unsaturated monomer and a capped poly(arylene ether) prepared by the reaction of an uncapped poly(arylene ether) with an anhydride capping agent. The capped poly(arylene ether) is isolated and/or purified by methods that reduce the concentrations of polar impurities that contribute to water absorption by the cured composition.
    Type: Application
    Filed: December 10, 2009
    Publication date: April 8, 2010
    Inventors: Kenneth Paul Zarnoch, John Robert Campbell, Amy Rene Freshour, Hua Guo, John Austin Rude, Prameela Susarla, Michael Alan Vallance, Gary William Yeager
  • Patent number: 7595412
    Abstract: A novel composition and methods of its use and preparation of polybasic metal carboxylate complexes having the general formula: (A)2M.nD(OH)2.xH2O.m(B)2N wherein: A is an organic fatty acid and is selected from the group consisting of saturated C12-24 carboxylic acids, unsaturated C12-24 carboxylic acids, aromatic C12-24 carboxylic acids, alicyclic C12-24 carboxylic acids, polycarboxylic acid derivatives thereof, anhydride derivatives thereof and blends thereof, preferably stearate; M is a divalent metal cation, preferably calcium; n is a fractional or whole number from about 1 to about 10 inclusive; D is an alkali earth metal, preferably calcium; x is a fractional or whole number from about 0 to about 3 inclusive; N is a divalent metal cation other than calcium, preferably zinc; and m is a fractional or whole number from 0 to about 1.
    Type: Grant
    Filed: August 5, 2002
    Date of Patent: September 29, 2009
    Assignee: Dover Chemical Corporation
    Inventors: Thomas Jennings, Ssatyan Kodali, W. Matthew Fender, Donald R. Stevenson
  • Publication number: 20090234161
    Abstract: The present invention relates to an improved method for manufacturing (meth)acrylic anhydride by transanhydrization between (meth)acrylic acid and acetic anhydride, in the presence of air and in the presence of at least one polymerization inhibitor, characterized in that the polymerization inhibitor is chosen from the group formed from (a) metal salts of thiocarbamic or dithiocarbamic acid and their mixtures with a phenolic derivative or phenothiazine and its derivatives, and (b) N-oxyl compounds as a mixture with 2,6-di-tert-butyl-4-methylphenol taken alone or in the presence of 2,4-dimethyl-6-tert-butylphenol.
    Type: Application
    Filed: October 18, 2005
    Publication date: September 17, 2009
    Applicant: Arkema France
    Inventor: Jean-Michel Paul
  • Publication number: 20090099384
    Abstract: The present invention provides a method of remedying deterioration of an insulating film which, during the remedial treatment of an insulating film deteriorated by plasma treatment, does not leave residual remedial agent on the wiring material such as the copper wiring layer, can be conducted using a dry process, and exhibits excellent applicability to mass production. The insulating film that has been deteriorated by plasma treatment is brought into contact with a remedial agent composed of a compound with a molecular structure having at least one of a nitro group and a carbonyl group, and at least one of a hydrocarbon group and a hydrogen group.
    Type: Application
    Filed: April 18, 2007
    Publication date: April 16, 2009
    Inventors: Shuji Nagano, Satoshi Hasaka, Minoru Inoue, Toshinori Shibata
  • Patent number: 7425650
    Abstract: This invention relates to processes for preparing asymmetrical biphenyl tetracarboxylic acids and the corresponding asymmetrical dianhydrides, namely 2,3,3?,4?-biphenyl dianhydride (a-BPDA), 2,3,3?,4?-benzophenone dianhydride (a-BTDA) and 3,4?-methylenediphthalic anhydride (-MDPA). By cross-coupling reactions of reactive metal substituted o-xylenes or by cross-coupling o-xylene derivatives in the presence of catalysts, this invention specifically produces asymmetrical biphenyl intermediates that are subsequently oxidized or hydrolyzed and oxidized to provide asymmetric biphenyl tetracarboxylic acids in comparatively high yields. These asymmetrical biphenyl tetracarboxylic acids are subsequently converted to the corresponding asymmetrical dianhydrides without contamination by symmetrical biphenyl dianhydrides.
    Type: Grant
    Filed: March 18, 2006
    Date of Patent: September 16, 2008
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventor: Chun-Hua Chuang
  • Patent number: 7319161
    Abstract: The invention relates to a process for preparing cyclohexanedicarboxylic acids or derivatives thereof, such as esters and/or anhydrides, encompassing the reaction of diene/maleic acid anhydride mixtures, in particular of butadiene/maleic acid anhydride mixtures or of mixtures of maleic acid anhydrides and C5-dienes to give alkyl-substituted or unsubstituted cyclohexenedicarboxylic acid anhydrides in the condensed phase, ester formation, and then hydrogenation to give the corresponding cyclohexanedicarboxylic acid derivative, and also to the use of the cyclohexanedicarboxylic acids or derivatives thereof prepared according to the invention as plasticizers for plastics.
    Type: Grant
    Filed: February 15, 2002
    Date of Patent: January 15, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Ralf Noe, Hartmut Hibst, Klaus Halbritter, Melanie Maas-Brunner, Boris Breitscheidel, Gerd Kaibel, Klemens Massonne, Axel Salden, Klaus Ebel, Eike Johannes Bergner, Frank Haese
  • Patent number: 7314945
    Abstract: The present invention describes compounds produced from a creatine molecule and a fatty acid molecule. The compounds being in the form of creatine-fatty acid compounds being bound by an anhydride linkage, or mixtures thereof made by reacting creatine or derivatives thereof with an appropriate fatty acid previously reacted with a thionyl halide. The administration of such molecules provides supplemental creatine with enhanced bioavailability and the additional benefits conferred by the specific fatty acid.
    Type: Grant
    Filed: February 20, 2007
    Date of Patent: January 1, 2008
    Assignee: Multi Formulations Ltd.
    Inventors: Shan Chaudhuri, Joseph MacDougall, Jason Peters, James Ramsbottom
  • Patent number: 7271297
    Abstract: A process produces vinyl ether compounds and includes allowing a vinyl ester compound represented by following Formula (1): wherein R1, R2, R3 and R4 are the same or different and are each a hydrogen atom or an organic group, to react with a hydroxy compound represented by following Formula (2): R5OH??(2) wherein R5 is an organic group, in the presence of at least one transition element compound to thereby yield a vinyl ether compound represented by following Formula (3): wherein R2, R3, R4 and R5 have the same meanings as defined above. Such transition element compounds include iridium compounds and other compounds containing Group VIII elements.
    Type: Grant
    Filed: May 22, 2006
    Date of Patent: September 18, 2007
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Ishii, Tatsuya Nakano, Keizo Inoue
  • Patent number: 6987201
    Abstract: The present invention provides acetic anhydride, a method of purifying crude acetic anhydride, and a method of producing polyoxytetramethylene glycol using acetic anhydride. A method of producing polyoxytetramethylene glycol by ring-opening-polymerizing tetrahydrofuran in the presence of acetic anhydride and an acid catalyst, wherein said ring-opening polymerization is conducted using acetic anhydride having a diketene concentration of 10 ppm or less to produce polyoxytetramethylene glycol.
    Type: Grant
    Filed: February 16, 2001
    Date of Patent: January 17, 2006
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Seiji Nishioka, Ryosuke Maeda, Toshifumi Fukui, Mitsuru Yamashita
  • Patent number: 6960682
    Abstract: Acetyl anhydrides such as acetyl sulfate are produced by a process for comprising contacting methane and carbon dioxide in an anhydrous environment in the presence of effective amounts of a transition metal catalyst and a reaction promoter, and an acid anhydride compound, and optionally an acid. The acetyl anhydride can be contacted with water to produce acetic acid or with an alcohol to produce a product comprising an acetate ester and that may also comprise acetic acid. Optionally, water in stoichiometric amounts or less, with respect to the acetic anhydride, may be fed to a continuous process of this type to produce some acetic acid in situ.
    Type: Grant
    Filed: July 22, 2004
    Date of Patent: November 1, 2005
    Assignees: The Regents of the University of California, BP Chemicals Limited
    Inventors: Alexis T. Bell, Sudip Mukhopadhyay, Mark Zerella, John Glenn Sunley, Sander Gaemers, Michael James Muskett
  • Publication number: 20040210059
    Abstract: There is disclosed an advantageous mixed acid anhydride production method of formula (1):
    Type: Application
    Filed: May 10, 2004
    Publication date: October 21, 2004
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Takashi Miki, Hideki Ushio, Isao Kurimoto
  • Patent number: 6762327
    Abstract: A safe and effective process for the oxidation of a primary or secondary alcohol to the corresponding aldehyde or ketone via the reaction of said alcohol with an anhydride solution of a 1,1,1-tri(C2-C4 alkanoyloxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one, and a composition useful in this process.
    Type: Grant
    Filed: April 3, 2003
    Date of Patent: July 13, 2004
    Assignee: Wyeth
    Inventors: Ugo Chiacchio, Antonio Rescifina, Giuseppe Miraglia, Mariangela Magnano, Paola Di Raimondo
  • Patent number: 6753431
    Abstract: There is disclosed an advantageous mixed acid anhydride production method of formula (1): R1C(O)OY(O)n(R2)p  (1) wherein R1, R2 and Y denote the same as defined below, n and p denote an integer of 1 or 2, which is characterized by adding a carboxylic acid of formula (2); R1COOH  (2) wherein R1 denotes a hydrogen atom, an optionally substituted alkyl group or the like, an organic base to a solution of a carboxylic acid activating agent of formula (3); (R2)pY(O)nX  (3) wherein R2 denotes an optionally substituted aliphatic hydrocarbyl group or the like, Y denotes a carbon atom, a phosphorus atom, or a sulfur atom, and X denotes a chlorine atom or the like.
    Type: Grant
    Filed: June 1, 2001
    Date of Patent: June 22, 2004
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Takashi Miki, Hideki Ushio, Isao Kurimoto
  • Publication number: 20040103820
    Abstract: A 2-methoxyphenol derivative and an ink composition containing the 2-methoxyphenol derivative, an aqueous medium, and a colorant enhance light resistance by absorbing ultraviolet (UV) light, provide wettability and stabilize a colorant. The ink composition prepared using the 2-methoxyphenol derivative also has improved light resistance, wettability and stabilizes a colorant and does not require an additional light-resistant agent.
    Type: Application
    Filed: November 12, 2003
    Publication date: June 3, 2004
    Applicant: SAMSUNG Electronics Co., Ltd.
    Inventors: Yeon-Kyoung Jung, Seung-Min Ryu
  • Patent number: 6730810
    Abstract: Disclosed herein are compositions comprising organic anhydrides having a reduced tendency to discolor with time, even when held at elevated temperatures for extended times. The compositions are produced by mixing at least one acid halide and various derivatives of hydroxy carboxylic acids with an anhydride to form a homogenous solution. Also disclosed is a process for preparing the compositions.
    Type: Grant
    Filed: August 20, 2002
    Date of Patent: May 4, 2004
    Assignee: Huntsman Petrochemical Corporation
    Inventor: Henry C. Brown
  • Publication number: 20040063835
    Abstract: Water-dilutable oils ABC comprising building blocks derived from oils A having on average at least one olefinic double bond per molecule, cyclic olefinically unsaturated anhydrides B, and organic acids C which contain at least one acid group and at least one further group which reacts with a cyclic acid anhydride with ring opening and addition, a process for their preparation, and their use as an addition to aqueous resins and dispersions
    Type: Application
    Filed: July 14, 2003
    Publication date: April 1, 2004
    Inventors: Willibald Paar, Maximilian Friedl, Michael Gobec
  • Patent number: 6706249
    Abstract: A composite metal polybasic salt containing a trivalent metal and magnesium as metal components and having a novel crystal structure, and a method of preparing the same. The invention further deals with a composite metal polybasic salt which has anion-exchanging property, which by itself is useful as an anion-exchanger, capable of introducing anions suited for the use upon anion-exchange, and finds a wide range of applications, and a method of preparing the same. The composite metal polybasic salt has a particular chemical composition and X-ray diffraction peaks, and further has a degree of orientation (Io) of not smaller than 1.5.
    Type: Grant
    Filed: March 6, 2001
    Date of Patent: March 16, 2004
    Assignee: Mizusawa Industrial Chemicals Ltd.
    Inventors: Yoshinobu Komatsu, Hitoshi Ishida, Hiroshi Igarashi, Masami Kondo, Madoka Minagawa, Tetsu Sato, Teiji Sato
  • Patent number: 6646062
    Abstract: There is provided a process for producing high molecular weight polymer comprising the step of reacting one or more preformed linear polymers with one or more cores (as hereinbefore defined) to form high molecular weight polymers, wherein the preformed linear polymers are at a temperature in the range from the melting point of the preformed linear polymers to 330° C.
    Type: Grant
    Filed: March 21, 2001
    Date of Patent: November 11, 2003
    Assignee: Petrecycle Pty Ltd
    Inventor: Simon Michael West
  • Publication number: 20030181763
    Abstract: (Meth)acrylic acid is reacted with a fatty acid anhydride and the resultant reaction mixture is neutralized and washed with an aqueous alkaline solution having a pH of 7.5 to 13.5. Thus, high-purity (meth)acrylic anhydride can be industrially advantageously produced while avoiding polymerization. This (meth)acrylic anhydride is reacted with a secondary or tertiary alcohol in the presence of a basic compound which in 25° C. water has an acidity (pKa) of 11 or lower. Thus, a high-purity (meth)acrylic ester can be produced in high yield.
    Type: Application
    Filed: March 10, 2003
    Publication date: September 25, 2003
    Inventors: Naoshi Murata, Kimio Tamura, Yasukazu Yoshida, Motomu Ohkita
  • Patent number: 6603042
    Abstract: Disclosed herein are compositions comprising organic anhydrides having a reduced tendency to discolor with time, even when held at elevated temperatures for extended times. The compositions are produced by mixing at least one acid halide and various derivatives of hydroxy carboxylic acids with an anhydride to form a homogenous solution. Also disclosed is a process for preparing the compositions.
    Type: Grant
    Filed: August 20, 2002
    Date of Patent: August 5, 2003
    Assignee: Huntsman Petrochemical Corporation
    Inventor: Henry C. Brown
  • Patent number: 6593495
    Abstract: Disclosed herein are compositions comprising organic anhydrides having a reduced tendency to discolor with time, even when held at elevated temperatures for extended times. The compositions are produced by mixing at least one acid halide and various derivatives of hydroxy carboxylic acids with an anhydride to form a homogenous solution. Also disclosed is a process for preparing the compositions.
    Type: Grant
    Filed: January 10, 2000
    Date of Patent: July 15, 2003
    Assignee: Huntsman Petrochemical Corporation
    Inventor: Henry C. Brown
  • Publication number: 20030120089
    Abstract: Disclosed herein are compositions comprising organic anhydrides having a reduced tendency to discolor with time, even when held at elevated temperatures for extended times. The compositions are produced by mixing at least one acid halide and various derivatives of hydroxy carboxylic acids with an anhydride to form a homogenous solution. Also disclosed is a process for preparing the compositions.
    Type: Application
    Filed: August 20, 2002
    Publication date: June 26, 2003
    Applicant: Huntsman Petrochemical Corporation
    Inventor: Henry C. Brown
  • Publication number: 20030083522
    Abstract: Disclosed herein are compositions comprising organic anhydrides having a reduced tendency to discolor with time, even when held at elevated temperatures for extended times. The compositions are produced by mixing at least one acid halide and various derivatives of hydroxy carboxylic acids with an anhydride to form a homogenous solution. Also disclosed is a process for preparing the compositions.
    Type: Application
    Filed: August 20, 2002
    Publication date: May 1, 2003
    Applicant: Huntsman Petrochemical Corporation
    Inventor: Henry C. Brown
  • Patent number: 6503995
    Abstract: A method of producing a polyoxyalkylene polymer having at least one crosslinkable silyl group and at least one hydroxyl group in each molecule which comprises treating a polyoxyalkylene polymer having at least one unsaturated group and at least one alcoholic hydroxyl group in each molecule and an impurity double metal cyanide complex as mixed therein with a metal-coordinating compound and adding a compound having a hydrogen-silicon bond and a crosslinkable silyl group in each molecule and a hydrosilylation catalyst to thereby carry out the hydrosilylation reaction.
    Type: Grant
    Filed: April 11, 2001
    Date of Patent: January 7, 2003
    Assignee: Kaneka Corporation
    Inventors: Ryotaro Tsuji, Yousuke Asai, Masayuki Fujita, Hajime Harada, Susumu Kyotani, Takeshi Kawamura, Kenji Kuroda, Hiroshi Iwakiri
  • Patent number: 6469206
    Abstract: Disclosed is a process for the preparation of trifluoromethanesulfonic acid anhydride by the steps of (1) forming a mixed anhydride comprising a trifluoromethanesulfonyl acyl residue and a carboxyl residue by contacting trifluoromethanesulfonic acid or a derivative thereof with a carboxyl compound selected from ketene, dialkyl ketenes, carboxylic acids, and derivatives of carboxylic acids and (2) subjecting the mixed anhydride to reactive distillation wherein the mixed anhydride undergoes disproportionation to produce triflic anhydride and a higher boiling carboxylic acid anhydride.
    Type: Grant
    Filed: February 26, 2001
    Date of Patent: October 22, 2002
    Assignee: Eastman Chemical Company
    Inventors: Robert Thomas Hembre, Robert Lin
  • Patent number: 6448431
    Abstract: Disclosed is a process for the preparation of aryl carboxylate esters by the reaction of a phenol reactant with an esterification agent selected from carboxylic acid anhydrides and carboxylic acid halides in the presence of trifluoroacetic acid (TFA).
    Type: Grant
    Filed: March 20, 2000
    Date of Patent: September 10, 2002
    Assignee: Eastman Chemical Company
    Inventor: Robert Thomas Hembre
  • Patent number: 6379751
    Abstract: The invention relates to polysiloxanes containing carboxyl groups that are useful for imparting water-repellency to substrates, a process for their preparation, a water-repellent system containing such polysiloxanes, and a process for the production of hydrophobic substrates.
    Type: Grant
    Filed: December 11, 2000
    Date of Patent: April 30, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Schäfer, Günter Sackmann, Jürgen Reiners, Tillmann Hassel, Manfred Schnee, Fritz Novotny
  • Publication number: 20010041812
    Abstract: Process for the preparation of N-carboxy-t-leucine anhydride in which the corresponding N-carboxy-t-leucine is subjected to a cyclization with the aid of an acyl halogenide. Preferably, acetyl chloride is used as acyl halogenide.
    Type: Application
    Filed: May 11, 2001
    Publication date: November 15, 2001
    Applicant: DSM N.V.
    Inventors: Robert P. Hof, Wilhelmus Zwaan
  • Publication number: 20010029309
    Abstract: The present invention provides acetic anhydride, a method of purifying crude acetic anhydride, and a method of producing polyoxytetramethylene glycol using acetic anhydride.
    Type: Application
    Filed: February 16, 2001
    Publication date: October 11, 2001
    Inventors: Seiji Nishioka, Ryosuke Maeda, Toshifumi Fukui, Mitsuru Yamashira
  • Patent number: 6207733
    Abstract: Capped amine hardeners for epoxy resins, which are reaction products of amines A having at least two primary amino groups, cyclic alkylene carbonates B, aliphatic carbonyl compounds C and compounds D having at least two groups which react with hydroxyl groups, such that in the first step, 0.1 to 1 mol of the primary amino groups for each 1 mol of the amine A are converted to hydroxyalkylurethane groups by reaction with the cyclic alkylene carbonate B, and the remaining primary amino groups are converted by reaction with the aliphatic carbonyl compound C in a second step to give ketimine or aldimine groups, and finally in the third step at least two of the molecules formed from A, B, and C are linked through reaction of the hydroxyl groups of the hydroxyalkylurethane groups with compound D. These capped amine hardeners are suitable for formulating water-dilutable monocomponent epoxy resin systems. The amines are released by addition of water, and are available for the curing reaction with the epoxy groups.
    Type: Grant
    Filed: May 10, 1999
    Date of Patent: March 27, 2001
    Assignee: Vianova Resins AG
    Inventors: Roland Feola, Friedrich Mueller, Johann Gmoser
  • Patent number: 6194612
    Abstract: This invention features a template for synthesizing combinatorial libraries, methods of synthesizing combiatorial libraries of chemical compounds utilizing the template, and combinatorial libraries of chemical compounds formed by the methods of this invention.
    Type: Grant
    Filed: April 7, 1998
    Date of Patent: February 27, 2001
    Assignees: The Scripps Research Institute, CombiChem, Inc.
    Inventors: Dale L. Boger, Soan Cheng, Peter L. Myers
  • Patent number: 5750678
    Abstract: The invention relates to a water-soluble, haemolytically inactive dextran fatty carboxylate with amphiphilic properties made from a dextran with an average molecular weight of 5,000 to 100,000 and a C.sub.10 to C.sub.14 fatty acid, preferably a C.sub.12 fatty acid, wherein the average degree of substitution is between 0.005 and 0.15 and is adjusted, depending on the average molecular weight of the dextran fatty carboxylate and the chain-length of the fatty acid used, in such a way that the dextran fatty carboxylate is soluble in water at room temperature, a process for its preparation and pharmaceutical or cosmetic preparations which contain it as solubilizer.
    Type: Grant
    Filed: August 30, 1996
    Date of Patent: May 12, 1998
    Assignee: Kurt H. Bauer
    Inventors: Kurt H. Bauer, Thomas Reinhart
  • Patent number: 5652336
    Abstract: Polymer-bound mixed carboxylic anhydrides can be prepared under mild conditions by the condensation of carboxylic acids (including N-protected amino acids) with polymer-bound acid chlorides. These mixed anhydrides function as polymeric reagents in the sense that they will react readily with monomeric nucleophiles such as amines to form amide or peptide products, depending on the identities of the mixed anhydride and amine reactants. However, in spite of their reactivity, these polymeric mixed anhydrides exhibit a significant degree of stability under conditions of prolonged storage, which suggests that such compounds have commercial utility as a relatively stable form of highly activated carboxylic acids. The polymeric support can be reactivated and recycled for repeated use in the derivatization process.
    Type: Grant
    Filed: March 22, 1996
    Date of Patent: July 29, 1997
    Assignee: Indiana University Foundation
    Inventors: Wilmer K. Fife, Daniel F. Shullenberger
  • Patent number: 5643552
    Abstract: This invention relates to methods of x-ray diagnostic imaging the blood pool, liver, spleen, and/or lymph system of a mammal comprising administering a contrast effective amount of a mixed carbonic anhydride as a contrast agent having the structure ##STR1## X is H, NR.sup.1 R.sup.2 or CONR.sup.1 R.sup.3, R.sup.1 is H or alkylR.sup.2 is COR.sup.3R.sup.3 is H, alkyl, hydroxyl-substituted alkyl, aryl or a steroidially derived moietyY is NR.sup.1 R.sup.2 or CONR.sup.1 R.sup.3 and ##STR2## Z is OR.sup.3 or This invention further relates to novel mixed carbonic anhydride contrast agents having the above structure and to x-ray contrast compositions comprising such agents, and to methods of x-ray diagnostic imaging utilizing such agents.
    Type: Grant
    Filed: August 22, 1995
    Date of Patent: July 1, 1997
    Assignee: NanoSystems L.L.C.
    Inventor: Carl R. Illig
  • Patent number: 5606068
    Abstract: This invention relates to novel anhydrides of general formula (I), ##STR1## wherein Ar is an aryl radical, and either R.sub.1 is C.sub.6 H.sub.5 --CO or (CH.sub.3).sub.3 C--O--CO, R.sub.2 is a hydrogen atom and R.sub.3 is a hydroxy function protective grouping, or R.sub.1 is (CH.sub.3).sub.3 C--O--CO and R.sub.2 together form a saturated 5 or 6-membered heterocyclic ring; preparation thereof; and uses thereof for preparing taxane derivatives having general formula (III), ##STR2## wherein R=H, acetyl; R.sub.1 is C.sub.6 --H.sub.5 --CO or (CH.sub.3).sub.3 C--O--CO), and having antitumoral properties.
    Type: Grant
    Filed: February 9, 1996
    Date of Patent: February 25, 1997
    Assignee: Rhone-Poulenc Rorer S.A.
    Inventor: Jean-Manuel Mas
  • Patent number: 5573749
    Abstract: This invention relates to methods of x-ray diagnostic imaging the blood pool, liver, spleen, and/or lymph system of a mammal comprising administering a contrast effective amount of a mixed carbonic anhydride as a contrast agent having the structure ##STR1## X is H, NR.sup.1 R.sup.2 or CONR.sup.1 R.sup.3, R.sup.1 is H or alkylR.sup.2 is COR.sup.3R.sup.3 is H, alkyl or arylY is NR.sup.1 R.sup.2 or CONR.sup.1 R.sup.3 andZ is alkyl, aryl or aralkyl.This invention further relates to novel mixed carboxylic anhydride contrast agents having the above structure to x-ray contrast compositions comprising such agents, and to methods of x-ray diagnostic imaging utilizing such agents.
    Type: Grant
    Filed: March 9, 1995
    Date of Patent: November 12, 1996
    Assignee: Nano Systems L.L.C.
    Inventor: Carl R. Illig
  • Patent number: 5516892
    Abstract: Polymer-bound mixed carboxylic anhydrides can be prepared under mild conditions by the condensation of carboxylic acids (including N-protected amino acids) with polymer-bound acid chlorides. These mixed anhydrides function as polymeric reagents in the sense that they will react readily with monomeric nucleophiles such as amines to form amide or peptide products, depending on the identities of the mixed anhydride and amine reactants. However, in spite of their reactivity, these polymeric mixed anhydrides exhibit a significant degree of stability under conditions of prolonged storage, which suggests that such compounds have commercial utility as a relatively stable form of highly activated carboxylic acids. The polymeric support can be reactivated and recycled for repeated use in the derivatization process.
    Type: Grant
    Filed: April 29, 1994
    Date of Patent: May 14, 1996
    Assignee: Indiana University Foundation
    Inventors: Wilmer K. Fife, Daniel F. Shullenberger
  • Patent number: 5516911
    Abstract: A new class of calcium-specific, NMR-active and/or fluorescent indicators having a high dissociation constant is described. Methods of determining intracellular calcium ion concentration using .sup.19 F NMR spectroscopy or optical methods are also provided.
    Type: Grant
    Filed: December 30, 1993
    Date of Patent: May 14, 1996
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventors: Robert E. London, Louis A. Levy, Elizabeth Murphy
  • Patent number: 5498729
    Abstract: Compositions degrading by hydrolysis to release a bioactive compound having carboxylic acid moieties, which are organic acid anhydrides having the following formula: ##STR1## wherein R' is a residue of a therapeutic bioactive compound, for example, a non-steroidal anti-inflammatory agent; a penicillin or cephalosporin antibiotic; or bioactive compounds for non-therapeutic use, for example, herbicides, insecticides, fungicides, antimicrobials, pesticides, pheromones, and fertilizers; m is an integer of between 1 and 3; and R is a carrier. The resulting mixed anhydrides are characterized by having between one and three drug molecules attached to a single carrier molecule. The prodrugs are highly susceptibility to hydrolytic degradation in a predictable and controlled fashion, have variable solubilities in water and lipids, with increased biomembrane transport, elicit a bio-affecting/pharmacological response, and are less irritating to topical and gastric or intestinal mucosal membranes.
    Type: Grant
    Filed: February 22, 1993
    Date of Patent: March 12, 1996
    Inventor: Abraham J. Domb
  • Patent number: 5472683
    Abstract: This invention relates to methods of x-ray diagnostic imaging the blood pool, liver, spleen, and/or lymph system of a mammal comprising administering a contrast effective amount of a mixed carbamic anhydride as a contrast agent having the structure ##STR1## X is H, NR.sup.1 R.sup.2 or CONR.sup.1 R.sup.3, R.sup.1 is H or alkylR.sup.2 is COR.sup.3R.sup.3 is H, alkyl or arylY is NR.sup.1 R.sup.2 or CONR.sup.1 R.sup.3 andN is NR.sup.1 R.sup.4 andR.sup.4 is H, alkyl, aryl or CH(R.sup.5)CO.sub.2 R.sup.1.This invention further relates to novel mixed carbamic anhydride contrast agents having the above structure to x-ray contrast compositions comprising such agents, and to methods of x-ray diagnostic imaging utilizing such agents.
    Type: Grant
    Filed: March 9, 1995
    Date of Patent: December 5, 1995
    Assignee: Eastman Kodak Company
    Inventor: Carl R. Illig