Q Is Hydrogen Only Patents (Class 564/275)
  • Publication number: 20150099886
    Abstract: The present application relates to a preparation method for solid powder of a carbamic acid derivative, which includes reacting an amine derivative with carbon dioxide at a temperature in a range of from about ?30° C. to about 500° C. and at a pressure in a range of from about 0.3 MPa to about 100 MPa. In addition, the present disclosure relates to a reduction method for solid powder of a carbamic acid derivative to an amine derivative and carbon dioxide, which includes dissolving solid powder of the carbamic acid derivative prepared in a solvent; refluxing the carbamic acid derivative at a temperature in a range of from about 30° C. to about 100° C.; and evaporating the solvent.
    Type: Application
    Filed: December 11, 2014
    Publication date: April 9, 2015
    Inventors: Nam Hwi HUR, Byeong No LEE
  • Publication number: 20150065725
    Abstract: In OLEDs, improved efficiency is obtained by compounds which can form inter alia electron injection layers of the formula (I) wherein R1 is a 1-5 ring aryl (including polycyclic), aralkyl or heteroaryl group which is optionally substituted with one or more C1-C4 alkyl, alkoxy or cyano; R2 and R3 together form a 1-5 ring aryl (including polycyclic), aralkyl or heteroaryl group which is optionally substituted with C1-C4 alkyl, alkoxy or cyano; R4 is hydrogen, C1-C4 alkyl or aryl; and Ar is monocyclic, bicyclic or tricyclic aryl or heteroaryl which is optionally substituted with one or more C1-C4-alkyl or alkoxy groups, or an oligomer thereof.
    Type: Application
    Filed: October 9, 2014
    Publication date: March 5, 2015
    Inventors: Poopathy KATHIRGAMANATHAN, Yun Fu CHAN
  • Patent number: 8853452
    Abstract: Compounds and their syntheses are disclosed herein. Compositions and pharmaceutical compositions comprising a compound are also described, and include compositions also comprising liposomes. Methods for the treatment of cancer in animals comprising administering a compound or a composition comprising a compound are also described.
    Type: Grant
    Filed: February 9, 2010
    Date of Patent: October 7, 2014
    Assignee: The Administrators of the Tulane Educational Fund
    Inventors: Barbara S. Beckman, Maryam Foroozesh, Jiawang Liu
  • Publication number: 20140274699
    Abstract: Described herein are methods and compositions for enhancing pathogen immunity in plants and improving plant growth.
    Type: Application
    Filed: March 11, 2014
    Publication date: September 18, 2014
    Applicant: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: Thomas Eulgem, Melinda Rodriguez-Salus, Colleen M. Knoth
  • Publication number: 20140275569
    Abstract: The present application provides methods for decarboxylation of amino acids via imine formation with a catalyst under superheated conditions in either a microwave or oil bath.
    Type: Application
    Filed: March 14, 2014
    Publication date: September 18, 2014
    Inventors: Richard W. Morrison, Douglas Michael Jackson
  • Publication number: 20140275523
    Abstract: Processes are described for the preparation of PI3K inhibitor, GDC-0032, Formula I, having the structure: and intermediates useful for the preparation of I.
    Type: Application
    Filed: March 12, 2014
    Publication date: September 18, 2014
    Applicant: Genentech, Inc.
    Inventors: Remy Angelaud, Danial R. Beaudry, Diane E. Carrera, Sushant Malhotra, Travis Remarchuk, Frederic St-Jean
  • Publication number: 20140275582
    Abstract: Provided herein are novel chiral sulfinamide and imine compounds. Also provided herein are methods of synthesizing novel chiral sulfinamide and imine compounds comprising simplified purification methods when compared to prior methods. The novel chiral sulfinamide and imine compounds are useful, for example, in the synthesis of complex natural products and pharmaceutical important compounds.
    Type: Application
    Filed: March 12, 2014
    Publication date: September 18, 2014
    Applicants: Texas Tech University, Nanjing University, Institute of Chemistry and Biomedical Sciences
    Inventor: Guigen LI
  • Publication number: 20140121343
    Abstract: An imine phenol compound having Structure I: wherein O and N represent oxygen and nitrogen respectively; R comprises a halogen, a hydrocarbyl group, or a substituted hydrocarbyl group; R2 and R3 can each independently be hydrogen, a halogen, a hydrocarbyl group, or a substituted hydrocarbyl group; and Q is a donor group. A method comprising contacting a catalyst composition with a monomer under conditions suitable for the formation of a polymer wherein the catalyst composition comprises a metal salt complex of an imine (bis)phenolate compound, a solid oxide, and an optional metal alkyl and wherein the metal salt complex of an imine (bis)phenolate compound has Structure XIV where M is titanium, zirconium, or hafnium; OEt2 is ethoxide, R comprises a halogen, a hydrocarbyl group, or a substituted hydrocarbyl group; and R2 comprises hydrogen, a halogen, a hydrocarbyl group, or a substituted hydrocarbyl group.
    Type: Application
    Filed: October 25, 2012
    Publication date: May 1, 2014
    Applicant: CHEVRON PHILLIPS CHEMICAL COMPANY LP
    Inventor: Mark L. Hlavinka
  • Publication number: 20120205638
    Abstract: In OLEDs, improved efficiency is obtained by compounds which can form inter alia electron injection layers of the formula (I) wherein R1 is a 1-5 ring aryl (including polycyclic), aralkyl or heteroaryl group which is optionally substituted with one or more C1-C4 alkyl, alkoxy or cyano; R2 and R3 together form a 1-5 ring aryl (including polycyclic), aralkyl or heteroaryl group which is optionally substituted with C1-C4 alkyl, alkoxy or cyano; R4 is hydrogen, C1-C4 alkyl or aryl; and Ar is monocyclic, bicyclic or tricyclic aryl or heteroaryl which is optionally substituted with one or more C1-C4-alkyl or alkoxy groups, or an oligomer thereof.
    Type: Application
    Filed: April 27, 2012
    Publication date: August 16, 2012
    Applicant: Merck Patent GmbH
    Inventors: Poopathy Kathirgamanathan, Yun Fu Chan
  • Publication number: 20120027844
    Abstract: Compounds and their syntheses are disclosed herein. Compositions and pharmaceutical compositions comprising a compound are also described, and include compositions also comprising liposomes. Methods for the treatment of cancer in animals comprising administering a compound or a composition comprising a compound are also described.
    Type: Application
    Filed: February 9, 2010
    Publication date: February 2, 2012
    Applicants: XAVIER UNIVERSITY OF LOUISIANA, TULANE UNIVERSITY
    Inventors: Barbara S. Beckman, Maryam Foroozesh, Jiawang Liu
  • Publication number: 20110271835
    Abstract: Compositions and methods relating to aromatic imine compounds and methods of their use are described. The compounds are formed from aromatic aldehydes and amino or amino derivatives. The compounds and their derivatives are useful, for example, as hydrogen sulfide and mercaptan scavengers for use in both water and petroleum products.
    Type: Application
    Filed: July 19, 2011
    Publication date: November 10, 2011
    Inventors: Gary Westlund, David Weller
  • Patent number: 7250526
    Abstract: A catalytic transfer hydrogenation process is provided. The catalyst employed in the process is a metal hydrocarbyl complex which is coordinated to defined bidentate ligands substituted with at least one group selected from an optionally substituted sulphonated hydrocarbyl group, a sulphonated perhalogenated hydrocarbyl group, or an optionally substituted sulphonated heterocyclyl group. Preferred metals include rhodium, ruthenium and iridium. Preferred bidentate ligands are diamines and aminoalcohols, particularly those comprising chiral centres. The hydrogen donor is advantageously a secondary alcohol or a mixture of triethylamine and formic acid. The process can be employed to transfer hydrogenate ketones and imines, which are preferably prochiral. Catalysts for use in such a process are also provided.
    Type: Grant
    Filed: November 29, 2001
    Date of Patent: July 31, 2007
    Assignee: NPIL Pharmaceuticals (UK) Limited
    Inventors: Andrew John Blacker, Christian Bubert, Jonathan Michael Jeremy Williams, Stephen Martin Brown
  • Patent number: 7009079
    Abstract: There is disclosed an optically active salicylideneaminoalcohol compound of formula (1): wherein R1 represents an alkyl group or the like, R2 represents an aryl group and the like, and when X1 represents a nitro, X2 is a hydrogen atom, when X1 represents a chlorine atom, X2 is a chlorine atom, and when X1 is a hydrogen atom, X2 is a fluorine atom; and the carbon atom denoted by “*” is an asymmetric carbon atom having either an S or R configuration, and a chiral copper complex produced from the optically active salicylidenaminoalcohol compound and a copper compound.
    Type: Grant
    Filed: July 24, 2003
    Date of Patent: March 7, 2006
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masashi Kamitamari, Gohfu Suzukamo, Michio Yamamoto, Koji Hagiya, Makoto Itagaki
  • Patent number: 6867310
    Abstract: The present invention provides transition-metal-catalyst-based methods for the arylation and vinylation of activated methyl, methylene, and methine carbons with aryl halides, vinyl halides, and the like. The methods of the invention provide several improvements over existing methods, including the ability to synthesize efficiently and under mild conditions ?-aryl and ?-vinyl products from a wide range of starting materials, including ketones, esters, hydrazones, and imines. Furthermore, the methods of the invention may be used in an asymmetric sense, i.e. to produce enantiomerically-enriched chiral ?-aryl and ?-vinyl products.
    Type: Grant
    Filed: January 27, 1999
    Date of Patent: March 15, 2005
    Assignee: Massachusetts Institute of Technology
    Inventors: Stephen L. Buchwald, John P. Wolfe, Jens Ahman, Malisa Troutman, Michael Palucki, Ken Kamikawa, Andre Chieffi
  • Patent number: 6800775
    Abstract: Novel metal complexes of tripoadal ligands are useful as catalysts to enhance the action of peroxygen compounds in washing, cleaning and disinfecting processes.
    Type: Grant
    Filed: January 10, 2002
    Date of Patent: October 5, 2004
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Frank Bachmann, Josef Dannacher, Menno Hazenkamp, Gunther Schlingloff, Grit Richter, Helena Dbaly, Rainer Hans Traber
  • Patent number: 6683214
    Abstract: An amino group of an &agr;-amino acid ester is protected as an imine, and it is then reacted with a halomethyllithium to obtain an N-protected-&agr;-aminohalomethylketone. Further, this N-protected-&agr;-aminohalomethylketone is treated with an acid to obtain an &agr;-aminohalomethylketone. This process is suited for industrial production, and can produce an &agr;-aminohalomethylketone and its related compounds economically and efficiently.
    Type: Grant
    Filed: October 10, 2002
    Date of Patent: January 27, 2004
    Assignee: Ajinomoto Co., Inc.
    Inventors: Tomoyuki Onishi, Takashi Nakano, Naoko Hirose, Masakazu Nakazawa, Kunisuke Izawa
  • Patent number: 6596863
    Abstract: Process for producing a nitroetheneamine derivative or its stereoisomer, its tautomer or a salt thereof comprising reacting a compound of the formula with a compound of the formula R6—CH2NO2 to obtain a compound of the formula and reacting the resulting compound with a compound of the formula
    Type: Grant
    Filed: April 29, 2002
    Date of Patent: July 22, 2003
    Assignee: Ishihara Sangyo Kaisha, Ltd.
    Inventors: Fuminori Kato, Keizo Miyata, Hirohiko Kimura, Kazuhiro Yamamoto, Hiroyuki Ikegami, Hiromi Takeo
  • Patent number: 6552155
    Abstract: The invention relates to polyaldimines of formula [1] and their use within moisture curable one part polyurea compositions. wherein j is an integer of 3 to 30 and R2 is unsubstituted homocyclic or heterocyclic aryl radical or alkyl, alkoxy, alkylthio or halogen substituted homocyclic or heterocyclic aryl radical.
    Type: Grant
    Filed: October 25, 2001
    Date of Patent: April 22, 2003
    Inventors: Arie Gutman, Gennadiy Nisnovich, Igor Zaltzman, Lev Judovich, Vladimir Kuznetsov
  • Patent number: 6509467
    Abstract: A catalytic transfer hydrogenation process is provided. The catalyst employed in the process is a metal neutral hydrocarbyl complex which is coordinated to defined bidentate ligands. Preferred metals include rhodium, ruthenium and iridium. Preferred bidentate ligands are diamines and aminoalcohols, particularly those comprising chiral centers. The hydrogen donor is advantageously a mixture of triethylamine and formic acid. The process can be employed to transfer hydrogenate iminium salts, which are preferably prochiral.
    Type: Grant
    Filed: March 21, 2001
    Date of Patent: January 21, 2003
    Assignee: Avecia Limited
    Inventors: Andrew John Blacker, Lynne Alison Campbell
  • Patent number: 6500985
    Abstract: An amino group of an &agr;-amino acid ester is protected as an imine, and it is then reacted with a halomethyllithium to obtain an N-protected-&agr;-aminohalomethylketone. Further, this N-protected-&agr;-aminohalomethylketone is treated with an acid to obtain an &agr;-aminohalomethylketone. This process is suited for industrial production, and can produce an &agr;-aminohalomethylketone and its related compounds economically and efficiently.
    Type: Grant
    Filed: July 25, 2001
    Date of Patent: December 31, 2002
    Assignee: Ajinomoto Co., Inc.
    Inventors: Tomoyuki Onishi, Takashi Nakano, Naoko Hirose, Masakazu Nakazawa, Kunisuke Izawa
  • Patent number: 6451792
    Abstract: A medical composition containing, as an active constituent, a nitroetheneamine derivative represented by the formula (I): wherein the substituents are as defined in the disclosure, its stereoisomers, its tautomers or a salt thereof.
    Type: Grant
    Filed: March 20, 2001
    Date of Patent: September 17, 2002
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Fuminori Kato, Keizo Miyata, Hirohiko Kimura, Kazuhiro Yamamoto, Hiroyuki Ikegami, Hiromi Takeo
  • Patent number: 6258852
    Abstract: Disclosed are methods for treating or preventing inflammatory bowel disease (IBD) using aryl nitrone compounds. Pharmaceutical compositions containing aryl nitrone compounds which are useful for the treatment or prophylaxis of IBD are also disclosed.
    Type: Grant
    Filed: May 8, 2000
    Date of Patent: July 10, 2001
    Assignee: Centaur Pharmaceuticals, Inc.
    Inventors: William D. Flitter, William A. Garland, Beverly Greenwood Van-Meerveld, Ian Irwin
  • Patent number: 6225499
    Abstract: This invention provides a process for preparing aminoarylacetylenes comprising reacting a N-arylmethylidene aminoarylhalide with a terminal acetylene in the presence of a base and a catalyst system comprising a palladium catalyst and a cuprous salt to produce a novel N-arylmethylidene aminoarylacetylene, and hydrolyzing the N-arylmethylidene aminoarylacetylene to the aminoarylacetylene. In one embodiment, the invention provides a process for preparing aminophenylacetylenes comprising reacting a N-benzylidene aminophenylhalide with a terminal acetylene in the presence of a base and the catalyst system to produce a novel N-benzylidene aminophenylacetylene, and hydrolyzing the N-benzylidene aminophenylacetylene to the aminophenylacetylene.
    Type: Grant
    Filed: July 14, 1997
    Date of Patent: May 1, 2001
    Assignee: Catalytica Pharmaceuticals, Inc.
    Inventor: John M. Gruber
  • Patent number: 6191306
    Abstract: Disclosed is a process for the preparation of cyclopropylglycine by a 5-step process wherein cyclopropanecarboxaldehyde is reacted with an &agr;-aminoalkylaromatic compound to obtain an imine which is reacted with a cyanide to produce an aminonitrile compound; the aminonitrile compound is hydrolyzed to the corresponding aminocarboxylic acid and finally the arylalkyl residue is removed from the amino group by hydrogenolysis.
    Type: Grant
    Filed: August 3, 1999
    Date of Patent: February 20, 2001
    Assignee: Eastman Chemical Company
    Inventors: Daniel John Bayston, Jonathan Luke William Griffin, Arne Gruman, Mario Eugenio Cosimino Polywka, Ronald Michael Scott
  • Patent number: 6100429
    Abstract: This invention provides a process for preparing aminoarylacetylenes comprising reacting a N-arylmethylidene aminoarylhalide with a terminal acetylene in the presence of a base and a catalyst system comprising a palladium catalyst and a cuprous salt to produce a novel N-arylmethylidene aminoarylacetylene, and hydrolyzing the N-arylmethylidene aminoarylacetylene to the aminoarylacetylene.
    Type: Grant
    Filed: June 16, 1999
    Date of Patent: August 8, 2000
    Assignee: Catalytica Pharmaceuticals, Inc.
    Inventor: John M. Gruber
  • Patent number: 6046364
    Abstract: A process for recovering a 1,1,1,5,5,5-hexafluoro-2,4-pentanedione ligand from a metal-ligand complex byproduct such as Cu.sup.+2 (1,1,1,5,5,5-hexafluoro-2,4-pentanedionate.sup.-1).sub.2, comprising: providing a copper-ligand complex byproduct of Cu.sup.+2 (1,1,1,5,5,5-hexafluoro-2,4-pentanedionate.sup.-1).sub.2 in a process stream; cooling and condensing the copper-ligand complex byproduct of Cu.sup.+2 (1,1,1,5,5,5-hexafluoro-2,4-pentanedionate.sup.-1).sub.2 to separate it from the process stream; contacting the copper-ligand complex byproduct of Cu.sup.+2 (1,1,1,5,5,5-hexafluoro-2,4-pentanedionate.sup.-1).sub.2 with a protonation agent, such as: sulfuric acid, hydrochloric acid, hydroiodic acid, hydrobromic acid, trifluoroacetic acid, trifluoromethanesulfonic acid, acid ion exchange resin, hydrogen sulfide, water vapor and mixtures thereof; and recovering 1,1,1,5,5,5-hexafluoro-2,4-pentanedione.
    Type: Grant
    Filed: December 7, 1998
    Date of Patent: April 4, 2000
    Assignee: Air Products and Chemicals, Inc.
    Inventors: John Anthony Thomas Norman, John Cameron Gordon, Yoshihide Senzaki
  • Patent number: 5998627
    Abstract: Nitrones are produced by reaction of primary amine with aldehyde or ketone, in the presence of a transition metal-containing oxidation catalyst, and a peroxidic compound. The nitrone can then be reacted with a vinylaromatic compound to produce a 2-hydrocarbyl-5-arylisoxazolidine. Both such reactions can be conducted concurrently by including the vinylaromatic compound in the initial reaction mixture. Hydrogenation of the 2-hydrocarbyl-5-arylisoxazolidine, e.g., using hydrogen and a palladium-carbon catalyst, forms an N-hydrocarbyl-3-aryl-3-hydroxypropylamine. Such reactions enable, inter alia, synthesis of the racemic hydrochloride salt of N-methyl-3-phenyl-3-[4-trifluoromethyl)phenoxy]-propylamine, known generically as fluoxetine hydrochloride, a widely used antidepressant.
    Type: Grant
    Filed: August 4, 1997
    Date of Patent: December 7, 1999
    Assignee: Albemarle Corporation
    Inventor: Kevin J. Theriot
  • Patent number: 5880287
    Abstract: Fluorescent dyes which are free of aggregation and serum binding are provided. These dyes are suitable for applications such as fluorescence immunoassays, in vivo imaging and in vivo tumor therapy. Fluorescence immunoassays methods are provided which use fluorescent dyes which are free of aggregation and serum binding. Such immunoassay methods are thus, particularly useful for the assay of biological fluids, such as serum, plasma, whole blood and urine. The present invention is directed to compositions comprising an oligonucleotide linked to a detectably labeled marker component comprising a fluorophore moiety which comprises a substantially planar, multidentate macrocyclic ligand coordinated to a central atom capable of coordinating with two axial ligands and two polyoxyhydrocarbyl moieties which are attached as axial ligands to the central atom. The present invention is also directed to nucleic acid hybridization and amplification methods employing such compositions.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: March 9, 1999
    Assignee: Hyperion, Inc.
    Inventors: Walter B. Dandliker, Robert Francis Devlin, Peter Olaf Gustaf Arrhenius, Mao-Lin Hsu
  • Patent number: 5847215
    Abstract: A process for the racemization of optically active amines of the formula (I), where Ar is an unsubstituted or substituted aryl and R is alkyl, in whicha) (I) is reacted with the ketone (II) in which Ar and R have the same meanings as for (I), to give the condensation product (III), ##STR1## b) (III) is racemized by treatment with base, ##STR2## c) the arylalkylamine (I) is liberated as racemate from racemic (III) by reaction with optically active (I).
    Type: Grant
    Filed: February 10, 1997
    Date of Patent: December 8, 1998
    Assignee: BASF Aktiengesellschaft
    Inventor: Klaus Ditrich
  • Patent number: 5817834
    Abstract: There is provided a process for the preparation of 2-aryl-5-(perfluoroalkyl)pyrrole compounds from N-(perfluoroalkylmethyl)arylimidoyl chloride compounds. The 2-aryl-5-(perfluoroalkyl)pyrrole compounds are useful for the control of insect and acarid pests, and may also be used to prepare other pesticidal arylpyrrole compounds. In addition, the present invention provides N-(perfluoroalkylmethyl)arylimidoyl chloride compounds which are useful as intermediates in the preparation of arylpyrrole compounds.
    Type: Grant
    Filed: February 9, 1998
    Date of Patent: October 6, 1998
    Assignee: American Cyanamid Company
    Inventor: Venkataraman Kameswaran
  • Patent number: 5719298
    Abstract: A method of producing a pantothenic acid derivative of formula (I): ##STR1## wherein each of R.sup.1 and R.sup.2 is different, and is a branched aliphatic hydrocarbon group having 3 to 5 carbon atoms, or a phenyl group; or a straight chain aliphatic hydrocarbon group having 5 to 10 carbon atoms, is provided, including methods of producing the starting materials for producing the same and novel amine derivative that can be used for the production of the pantothenic acid derivative.
    Type: Grant
    Filed: May 22, 1995
    Date of Patent: February 17, 1998
    Assignee: Fujirebio Inc.
    Inventors: Hiroshi Ikawa, Hajime Matsumoto
  • Patent number: 5414123
    Abstract: Polyether organic compounds are described which have both imine and hydroxyl functionality. These materials are synthesized by reacting a primary amine with an aldehyde or ketone to form a Schiff base. By definition, a Schiff base comprises the reaction product of a primary amine and an aldehyde. In this case, however, unlike conventional Schiff bases, the reaction product possesses both hydroxyl and Schiff base functionality. In one embodiment of the invention, such a product is produced by the reaction of a polyoxyalkyleneamine (Jeffamine) with p-nitrobenzaldehyde and glycidol. The result is a polyether having both hydroxyl and Schiff base functionality. The compounds produced in this manner are particularly useful as bonding agents in the formulation of solid propellants. The bonding agents provide superior performance, while avoiding the problems encountered when using existing bonding agents.
    Type: Grant
    Filed: December 23, 1993
    Date of Patent: May 9, 1995
    Assignee: Thiokol Corporation
    Inventors: R. Scott Hamilton, Gary K. Lund, Robert M. Hajik
  • Patent number: 5360724
    Abstract: One chiral form of a 1-aryl-2-aminopropane is produced in preference to its enantiomer by allowing a 1-arylpropan-2-one to react with a 1-amino-1-phenylethane of predominantly one chiral form and reducing the resultant 1-(1-arylprop-2-ylideneimino)-1-phenylethane to yield phenylethane and a mixture of 1-aryl-2-aminopropanes in which one chiral form thereof is present in preference to its enantiomer. The mixture of 1-aryl-2-aminopropanes then is subjected to the action of an omega-amino acid transaminase which converts one of the two chiral forms of 1-aryl-2-aminopropane into the corresponding arylpropanone which can be separated from the remaining chiral form of the 1-aryl-2-aminopropane.
    Type: Grant
    Filed: December 18, 1992
    Date of Patent: November 1, 1994
    Assignee: Celgene Corporation
    Inventors: George W. Matcham, Seujo Lee
  • Patent number: 5106808
    Abstract: Activator compositions for redox-initiated cure of adhesive compositions of ethylenically-unsaturated monomers which comprise the condensation reaction product of an alpha-hydroxy ketone, e.g., benzoin, and a primary amine, and preferably a transition metal salt.
    Type: Grant
    Filed: November 13, 1990
    Date of Patent: April 21, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Charles W. Boeder
  • Patent number: 5082938
    Abstract: Enhanced branched chain hydroxyl compounds are provided of formulaY--(Z).sub.1-6wherein Y is the residue of a nucleophile devoid of conjugated divalent linking moieties, and each Z is a poly(oxyalkylene) moiety having a molecular weight of from about 200-10,000 and containing at least one glycidol residue, wherein at least one of the primary oxy sites of said glycidol residue is linked preferably directly to a first epoxide residue of three or more carbons, and wherein said first epoxide residue is linked through a secondary oxy site preferably directly to a second epoxide reside having a primary terminal hydroxyl.
    Type: Grant
    Filed: March 1, 1990
    Date of Patent: January 21, 1992
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, David J. Moody
  • Patent number: 4987255
    Abstract: The present invention provides an organic nonlinear optical material including a benzylidene-aniline derivative having an electron-donating substituent introduced at the 4-position and an electron-accepting substituent introduced at the 4'-position, by selecting as the conjugated .pi. electronic system a benzylidene-aniline derivative having a large molecular hyperpolarizability and yet a dipole moment as small as those of benzene derivatives, and introducing a molecular alignment-regulating substituent. The centrosymmetry in the bulk state of the material, for example, in the crystal state, is destroyed and the molecular alignment is regulated to such a bulk structure so that the optical nonlinearity possessed by the molecule is effectively utilized. The material exhibits a large optical nonlinearity never attained by conventional techniques.The intermolecular cohesive force due to the .pi. electron interaction between the molecules in the present invention is larger than that between a benzene derivative.
    Type: Grant
    Filed: July 25, 1988
    Date of Patent: January 22, 1991
    Assignee: Toray Industries, Inc.
    Inventors: Tetsuya Tsunekawa, Tetsuya Gotoh, Keiichi Egawa
  • Patent number: 4831132
    Abstract: Novel ortho-(mono-substituted amino)phenylimines being intermediates to psychotropic drugs and other drugs are economically and industrially prepared by reacting anilines with nitriles in the presence of a boron trifluoride ether adduct and a halide-type Lewis acid, if necessary together with an organic base. Furthermore, the imines can be hydrolyzed with an acid to afford the corresponding ketones.
    Type: Grant
    Filed: December 30, 1986
    Date of Patent: May 16, 1989
    Assignee: Shionogi & Co., Ltd.
    Inventors: Tsutomu Sugasawa, Kazuyuki Sasakura
  • Patent number: 4596874
    Abstract: A nitrone is synthesized from a secondary amine by reacting a compound represented by the following general formula ##STR1## wherein R.sup.1 and R.sup.2 mean individually a hydrogen atom or an alkyl or aryl group and R.sup.3 denotes an alkyl or aryl group with a peroxide in the presence of a catalyst selected from the group consisting of tungsten compounds, molybdenum compounds, vanadium compounds, titanium compounds, palladium compounds, rhodium compounds, ruthenium compounds and nickel compounds. This process provides the nitrone by one-step oxidation of the secondary amine.
    Type: Grant
    Filed: March 8, 1984
    Date of Patent: June 24, 1986
    Assignee: The President of Osaka University
    Inventors: Shun-Ichi Murahashi, Hitoshi Mitsui
  • Patent number: 4476311
    Abstract: Analgesic and anti-inflammatory compounds are provided. These compounds possess the following general formula: ##STR1## wherein R=--COOR.sub.5, --CH.sub.2 CO.sub.2 H, ##STR2## wherein A and B=hydrogen, lower alkyl, hydroxy alkyl, lower alkyl amine, substituted lower alkyl amine, aminoalkyl, substituted aminoalkyl;R.sub.5 =lower alkyl;R.sub.1 =aryl, substituted aryl, aralkyl, alkyl, hydrogen, substituted aralkyl and heterocycle;R.sub.2 =aryl, substituted aryl, aralkyl, alkyl, substituted aralkyl, heterocycle, substituted heterocycle, biphenyl, substituted biphenyl, naphthyl, and substituted naphthyl;R.sub.3 =aryl, substituted aryl, hydrogen, aralkyl, substituted aralkyl, alkyl, heterocycle and substituted heterocycle;R.sub.2 and R.sub.3 together form a ring;R.sub.4 =hydrogen, phenyl, substituted phenyl, heterocycle; alkyl, substituted alkyl; or, R.sub.1 and R.sub.4 may form a ring;X=>C.dbd.O, --CH.sub.2 --;Y=--S--CHR.sub.4 --, --O--OHR.sub.4 --, --CHR.sub.4 --, --CR.sub.6 R.sub.7 --CHR.sub.
    Type: Grant
    Filed: February 19, 1982
    Date of Patent: October 9, 1984
    Assignee: The Purdue Frederick Company
    Inventors: Bola V. Shetty, Arthur McFadden, Peter Hofer
  • Patent number: 4414414
    Abstract: Novel 4,4'-dithiodianil compounds are prepared by reacting 4,4'-dithiodianiline with an aromatic or pyridine aldehyde, such as 4-nitrobenzaldehyde. The novel dithiodianil compounds can be employed for detecting thiol compounds. They react with thiols to yield reaction products which possess a different color from the novel dithiodianil compound itself. The color change obtained in this manner with the novel compounds in many cases is stronger than that obtained with Ellman's reagent frequently employed for detecting thiols.
    Type: Grant
    Filed: September 14, 1981
    Date of Patent: November 8, 1983
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventor: Thaddeus J. Novak
  • Patent number: 4402699
    Abstract: 2,4-Dichloro-3-alkylidene-aminophenols having the formula: ##STR1## wherein R.sub.1 represents hydrogen or an alkyl radical having 1 to 6 carbon atoms and R.sub.2 represents an alkyl radical having 1 to 6 carbon atoms or an aryl radical, with the proviso that R.sub.2 can only be an aryl radical when R.sub.1 is hydrogen.The 2,4-dichloro-alkylidene-aminophenols can be produced by reaction of 2,4-dichloro-3-aminophenol with the corresponding aldehydes or ketones. They are suitable as such, or in the form of their salts with inorganic or organic acids, as coupler components in oxidation hair dyes.
    Type: Grant
    Filed: April 28, 1981
    Date of Patent: September 6, 1983
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Norbert Maak
  • Patent number: 4370502
    Abstract: A process for producing p-nitroaniline, which comprises nitrating an .alpha.-methylbenzalaniline of the formula ##STR1## wherein R represents an alkyl group having 1 to 5 carbon atoms, and n is 0 or 1,with nitric acid in the presence of a halogenated aliphatic hydrocarbon solvent and sulfuric acid to form a p-nitro-.alpha.-methylbenzalaniline of the formula ##STR2## wherein R and n are as defined above, and hydrolyzing the p-nitro-.alpha.-methylbenzalaniline.
    Type: Grant
    Filed: March 13, 1981
    Date of Patent: January 25, 1983
    Assignee: Mitsui Petrochemical Industries Ltd.
    Inventors: Taira Harada, Toyozi Shimizu, Takenori Nagaoka
  • Patent number: 4333930
    Abstract: Compounds, exhibiting central nervous system activity, of the formula ##STR1## wherein R.sub.1 is phenyl which is unsubstituted or substituted by at least one member selected from the group consisting of halogen, CF.sub.3, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy and COOH, orR.sub.1 is ##STR2## or R.sub.1 is a heterocycle selected from the group consisting of ##STR3## R.sub.2 R.sub.3 R.sub.4 and R.sub.5, which may be identical or different, are H or CH.sub.3 ;R.sub.6 and R.sub.7, which may be identical or different, are C.sub.1 -C.sub.6 alkyl, which may be straight-chained or branched, orR.sub.7 can be H when R.sub.6 is a branched-chain alkyl, orR.sub.6 and R.sub.7 can form, with the nitrogen to which they are bonded, a heterocycle selected from the group consisting of ##STR4## R.sub.8 R.sub.9 R.sub.10 and R.sub.11, which may be identical or different, are H, halogen, CF.sub.3, hydroxy or C.sub.1 -C.sub.4 alkoxy, or two contiguous members of R.sub.8 R.sub.9, R.sub.10 and R.sub.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: June 8, 1982
    Assignee: Laboratoires Sarget
    Inventors: Marie-Helene Creuzet, Claude Feniou, Francoise Guichard, Gisele Prat
  • Patent number: 4282251
    Abstract: Cinnamylalkyl-1-naphthylmethylamines, useful as antimycotic agents, and processes for their production.
    Type: Grant
    Filed: December 3, 1979
    Date of Patent: August 4, 1981
    Assignee: Sandoz Ltd.
    Inventor: Daniel Berney